KR870001193A - β-락탐 항생물질의 제조방법 - Google Patents
β-락탐 항생물질의 제조방법 Download PDFInfo
- Publication number
- KR870001193A KR870001193A KR1019860005753A KR860005753A KR870001193A KR 870001193 A KR870001193 A KR 870001193A KR 1019860005753 A KR1019860005753 A KR 1019860005753A KR 860005753 A KR860005753 A KR 860005753A KR 870001193 A KR870001193 A KR 870001193A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- general formula
- formula
- alkyl
- phenyl
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
- C07D205/085—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams with a nitrogen atom directly attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/22—Oxygen atoms attached in position 2 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D463/00—Heterocyclic compounds containing 1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D463/00—Heterocyclic compounds containing 1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D463/10—Heterocyclic compounds containing 1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D463/14—Heterocyclic compounds containing 1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hetero atoms directly attached in position 7
- C07D463/16—Nitrogen atoms
- C07D463/18—Nitrogen atoms further acylated by radicals derived from carboxylic acids or by nitrogen or sulfur analogues thereof
- C07D463/20—Nitrogen atoms further acylated by radicals derived from carboxylic acids or by nitrogen or sulfur analogues thereof with the acylating radicals further substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- A) 하기 일반식(10b) 화합물을 로듐(II) 촉매하에서 폐환시키거나 ; B) 하기 일반식(b) 화합물을 장해된 염기와 반응시킴을 특징으로 하여, 하기 일반식(X)의 시스-에난티오머 또는 이의 산부가염을 제조하는 방법.상기식에서, R6은 수소 : 통상적인 아미노보호그룹 : 또는 일반식 R1CO그룹[여기서, R1은 C1-C6알킬, 일반식의 페닐그룹(여기서, a 및 a′는 독립적으로 수소, C1-C4알킬, C1-C4알콕시 또는 할로겐이다), 일반식그룹(여기서, Z는 산소 또는 황이고, m은 0 또는 1이며, a 및 a′는 상기 정의한 바와 같다), 또는 R1 00(여기서, R1 0은 C1-C4알킬, C5-C7사이클로알킬, 벤질, 니트로벤질, 메톡시벤질 또는 할로벤질이다)이다]이고, 단, 일반식(10b) 및 (b)에서 R6은 수소가 아니며 : R2는 통상적인 카복시보호그룹이며 ; R7은 C1-C6알킬, 벤질, 또는 C1-C4알킬, C1-C4알콕시 또는 할로로 임의 치환된 페닐이다.
- 제1항에 있어서, R6이 R1CO인 화합물로부터 방법(A)에 따라 일반식(X) 화합물을 제조하는 방법.
- 제1항에 있어서, 장해된 염기로서 리튬헥사메틸디실라잔을 사용하여 R7이 -S-ph인 화합물로부터 방법(B)에 따라 일반식(X) 화합물을 제조하는 방법.
- 하기 일반식(5a) 화합물을 하기 일반식(6a) 화합물과 반응시켜 Y가 -CH=CH-인 일반식(I) 화합물을 생성시킨 다음, 생성된 화합물을 임의로 수소화시켜 Y가 -CH2-CH2-인 일반식(I) 화합물을 생성시킴을 특징으로 하여 일반식(I) 화합물을 제조하는 방법.상기식에서, Ar은 페닐, C1-C4알킬페닐, 할로페닐, C1-C4알콕시페닐, 나프틸, 티에닐, 푸릴, 벤조티에닐 또는 벤조푸릴이고 : R은 페닐, C1-C4알킬페닐, C1-C4알콕시페닐 또는 할로페닐이며 : Y는 -CH=CH- 또는 -CH2-CH2-이고 : R′는 페닐, C1-C4알킬페닐, C1-C4알콕시페닐, 할로페닐, 푸릴 또는 나프틸이며 : X′는 클로로, 브로모, 트리플루오로아세톡시 또는 -OP(=O)X2(여기서, X는 할로겐이다)이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019900008404A KR900005322B1 (ko) | 1985-05-17 | 1990-06-08 | β-락탐 항생물질 제조용 중간체 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US755982 | 1985-07-17 | ||
US06/755,982 US4665171A (en) | 1985-07-17 | 1985-07-17 | Process and intermediates for β-lactam antibiotics |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900008404A Division KR900005322B1 (ko) | 1985-05-17 | 1990-06-08 | β-락탐 항생물질 제조용 중간체 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870001193A true KR870001193A (ko) | 1987-03-12 |
KR900005257B1 KR900005257B1 (ko) | 1990-07-21 |
Family
ID=25041514
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860005753A KR900005257B1 (ko) | 1985-05-17 | 1986-07-16 | β-락탐 항생물질 및 그의 제조방법 |
Country Status (22)
Country | Link |
---|---|
US (1) | US4665171A (ko) |
EP (2) | EP0209352B1 (ko) |
JP (2) | JPH0762015B2 (ko) |
KR (1) | KR900005257B1 (ko) |
CN (1) | CN1015178B (ko) |
AR (1) | AR243186A1 (ko) |
AT (2) | ATE133172T1 (ko) |
AU (2) | AU595216B2 (ko) |
CA (1) | CA1310323C (ko) |
DE (2) | DE3650474T2 (ko) |
DK (2) | DK173456B1 (ko) |
ES (2) | ES2000516A6 (ko) |
GR (1) | GR861857B (ko) |
HK (1) | HK1007140A1 (ko) |
HU (2) | HU906465D0 (ko) |
IE (1) | IE58997B1 (ko) |
IL (1) | IL79420A (ko) |
NZ (1) | NZ216871A (ko) |
PT (1) | PT82989B (ko) |
RU (1) | RU1794079C (ko) |
SU (1) | SU1579460A3 (ko) |
ZA (1) | ZA865274B (ko) |
Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
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US4870169A (en) * | 1985-07-17 | 1989-09-26 | President And Fellows Of Harvard College | Intermediates for beta-lactam antibiotics |
US4673737A (en) * | 1985-08-02 | 1987-06-16 | Harvard University | 7-acylamino-(or 7-amino)-3-trifluoromethylsulfonyloxy-1-carba(1-dethia)-3-cephem-4-carboxylic acids and esters thereof |
US4734498A (en) * | 1986-07-10 | 1988-03-29 | Eli Lilly And Company | 3β-succinimidoazetidinones as chiral intermediates |
CA1323370C (en) * | 1986-09-12 | 1993-10-19 | Davis H. Crater | Fluorochemical oxazolidinones |
US4782144A (en) * | 1987-09-14 | 1988-11-01 | Eli Lilly And Company | 1-carba(dethia)-3-hydroxy-3-cephem ester crystalline and crystalline solvate thereof |
US5019571A (en) * | 1988-01-25 | 1991-05-28 | Eli Lilly And Company | 1-carbacephalosporin antibiotics |
US4855418A (en) | 1988-03-23 | 1989-08-08 | Eli Lilly And Company | Process for production of ceophalosporins |
US4820832A (en) * | 1988-03-23 | 1989-04-11 | Eli Lilly And Company | Process for preparing 3-unsubstituted cephalosporins and 1-carba(dethia)cephalosporins |
EP0345998A1 (en) * | 1988-06-06 | 1989-12-13 | Eli Lilly And Company | Process and intermediates for beta-lactam antibiotics |
JPH0225463A (ja) * | 1988-06-06 | 1990-01-26 | Eli Lilly & Co | 1―カルバ(1―デチア)―3―セフェム―4―カルボン酸の中間体の製造法 |
US4885362A (en) * | 1988-06-06 | 1989-12-05 | Eli Lilly And Company | Azetidinone intermediates for 1-carba(dethia)caphalosporins |
CA1334971C (en) * | 1988-06-22 | 1995-03-28 | Eli Lilly And Company | Intermediate for 1-carba(dethia)cephalosporin |
KR0169096B1 (ko) * | 1988-10-11 | 1999-01-15 | 리로이 휘테커 | 카바세팔로스포린의 아제티디논 중간체 화합물 및 제조방법 |
US5453503A (en) * | 1988-10-11 | 1995-09-26 | Eli Lilly And Company | Azetidinone intermediates to carbacephalosporins and process |
US4931556A (en) * | 1988-10-17 | 1990-06-05 | Eli Lilly And Company | Method of resolving cis 3-amino-4-(2-(2-furyl)eth-1-yl)-methoxycarbonylmethyl-azetidin-2-one and malic acid salts thereof |
US4931557A (en) * | 1988-10-17 | 1990-06-05 | Eli Lilly And Company | Method of resolving cis 3-amino-4-(2-furyl)vinyl)-1-methoxycarbonylmethyl-azetidin-2-one and di-p-toluoyl-tartaric acid salts thereof |
JPH02252648A (ja) * | 1989-03-27 | 1990-10-11 | Naomi Iwagou | イオン溶出燒結体 |
US5106475A (en) * | 1989-09-20 | 1992-04-21 | Eli Lilly And Company | Process for preparing 4-substituted azetidinones |
US4992545A (en) * | 1989-09-20 | 1991-02-12 | Eli Lilly And Company | Process for preparing 4-substituted azetidinones |
US5030725A (en) * | 1990-02-06 | 1991-07-09 | Eli Lilly And Company | Method of resolving cis 3-amino-4-[2-(2-furyl)eth-1-yl]-1-methoxycarbonylmethyl-azetidin-2-one using (-)-DAG |
US5051502A (en) * | 1990-06-06 | 1991-09-24 | University Of Notre Dame Du Lac | Rhodium catalyzed cyclization process for bicyclic β-lactams |
ATE187452T1 (de) * | 1990-09-13 | 1999-12-15 | Lilly Co Eli | Zwischenprodukte für 1-carbacephalosporin und verfahren zur herstellung dieser |
US5089610A (en) * | 1991-04-25 | 1992-02-18 | Eli Lilly And Company | Ring-closure method for 1-carbacephalosporin six-membered ring |
US5521307A (en) * | 1992-02-18 | 1996-05-28 | Eli Lilly And Company | Methods and compounds for the preparation of carbacephems |
DK0939632T3 (da) | 1996-02-23 | 2006-01-30 | Lilly Co Eli | Non-peptidyl vasopressin V1a antagonister |
JP2002535680A (ja) | 1999-01-27 | 2002-10-22 | ファルマシア・アンド・アップジョン・カンパニー | 延長因子p活性モジュレーターのアッセイ方法 |
JP4916929B2 (ja) * | 2007-03-23 | 2012-04-18 | ヤマハ発動機株式会社 | 直交型ロボット |
JP5526362B2 (ja) | 2007-10-11 | 2014-06-18 | ザ・リージエンツ・オブ・ザ・ユニバーシテイー・オブ・カリフオルニア | N−アシルエタノールアミン−加水分解酸性アミダーゼを阻害する組成物及び方法 |
PL2587919T3 (pl) | 2010-07-01 | 2018-05-30 | Azevan Pharmaceuticals, Inc. | Sposoby leczenia zespołu stresu pourazowego |
WO2014144547A2 (en) | 2013-03-15 | 2014-09-18 | The Regents Of The University Of California | Amide derivatives of lactam based n-acylethanolamine acid amidase (naaa) inhibitors |
WO2014144836A2 (en) | 2013-03-15 | 2014-09-18 | The Regents Of The University Of California | Carbamate derivatives of lactam based n-acylethanolamine acid amidase (naaa) inhibitors |
MX2021005502A (es) | 2014-03-28 | 2023-01-16 | Azevan Pharmaceuticals Inc | Composiciones y metodos para tratar enfermedades neurodegenerativas. |
WO2017221144A1 (en) * | 2016-06-20 | 2017-12-28 | Dr. Reddy's Laboratories Limited | Process for the preparation of elagolix sodium and its polymorph |
CN112500361B (zh) * | 2020-12-27 | 2023-05-12 | 甘肃瀚聚药业有限公司 | 一种(s)-4-苯基-2-恶唑烷酮的制备方法 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4226866A (en) * | 1972-11-06 | 1980-10-07 | Merck & Co., Inc. | Novel antibiotic analogues of cephalosporins |
US4166816A (en) * | 1975-05-05 | 1979-09-04 | Smithkline Corporation | Methods and intermediates for preparing cis-4-oxoazetidine intermediates |
US4200572A (en) * | 1975-09-03 | 1980-04-29 | Smithkline Corporation | Substituted azetidinones |
ZA766941B (en) * | 1975-11-21 | 1978-06-28 | Merck & Co Inc | 3-(substituted thio)cephalosporins,derivatives and nuclear analogues thereof |
US4174316A (en) * | 1978-08-14 | 1979-11-13 | Merck & Co., Inc. | 4-Iodomethylazetidin-2-one |
US4472576A (en) * | 1982-12-03 | 1984-09-18 | Merck & Co., Inc. | Processes for the production of antibiotic 1-oxadethiacephalosporins |
US4502994A (en) | 1982-12-09 | 1985-03-05 | Hoffmann-La Roche Inc. | Enantiomeric synthesis of 3-amino-4-carbamoyloxymethyl-2-azetidonone-1-sulfate |
US4751299A (en) * | 1983-11-18 | 1988-06-14 | Takeda Chemical Industries, Ltd. | Optically active β-lactams and method of their production |
US4673737A (en) | 1985-08-02 | 1987-06-16 | Harvard University | 7-acylamino-(or 7-amino)-3-trifluoromethylsulfonyloxy-1-carba(1-dethia)-3-cephem-4-carboxylic acids and esters thereof |
-
1985
- 1985-07-17 US US06/755,982 patent/US4665171A/en not_active Expired - Fee Related
-
1986
- 1986-07-15 AU AU60166/86A patent/AU595216B2/en not_active Expired
- 1986-07-15 RU SU864027832A patent/RU1794079C/ru active
- 1986-07-15 DK DK198603356A patent/DK173456B1/da not_active IP Right Cessation
- 1986-07-15 HU HU906465A patent/HU906465D0/hu unknown
- 1986-07-15 AT AT89120951T patent/ATE133172T1/de not_active IP Right Cessation
- 1986-07-15 HU HU862911A patent/HU201931B/hu not_active IP Right Cessation
- 1986-07-15 DE DE3650474T patent/DE3650474T2/de not_active Expired - Fee Related
- 1986-07-15 IL IL79420A patent/IL79420A/xx not_active IP Right Cessation
- 1986-07-15 AT AT86305424T patent/ATE63118T1/de not_active IP Right Cessation
- 1986-07-15 DE DE8686305424T patent/DE3679002D1/de not_active Expired - Lifetime
- 1986-07-15 EP EP86305424A patent/EP0209352B1/en not_active Expired - Lifetime
- 1986-07-15 EP EP89120951A patent/EP0362902B1/en not_active Expired - Lifetime
- 1986-07-15 PT PT82989A patent/PT82989B/pt not_active IP Right Cessation
- 1986-07-15 ZA ZA865274A patent/ZA865274B/xx unknown
- 1986-07-16 CN CN86104783A patent/CN1015178B/zh not_active Expired
- 1986-07-16 CA CA000513971A patent/CA1310323C/en not_active Expired - Lifetime
- 1986-07-16 KR KR1019860005753A patent/KR900005257B1/ko not_active IP Right Cessation
- 1986-07-16 GR GR861857A patent/GR861857B/el unknown
- 1986-07-16 NZ NZ216871A patent/NZ216871A/xx unknown
- 1986-07-16 JP JP61168982A patent/JPH0762015B2/ja not_active Expired - Lifetime
- 1986-07-16 ES ES8600341A patent/ES2000516A6/es not_active Expired
- 1986-07-16 IE IE190086A patent/IE58997B1/en not_active IP Right Cessation
- 1986-07-17 AR AR86304531A patent/AR243186A1/es active
-
1987
- 1987-06-05 SU SU874202676A patent/SU1579460A3/ru active
- 1987-12-31 ES ES8703788A patent/ES2005752A6/es not_active Expired
-
1990
- 1990-01-12 AU AU47934/90A patent/AU619938B2/en not_active Ceased
-
1994
- 1994-12-21 JP JP6318486A patent/JP2634775B2/ja not_active Expired - Lifetime
-
1996
- 1996-02-15 DK DK016096A patent/DK16096A/da not_active Application Discontinuation
-
1998
- 1998-06-22 HK HK98105920A patent/HK1007140A1/xx not_active IP Right Cessation
Also Published As
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