KR840003257A - 페남유도체의 제조방법 - Google Patents
페남유도체의 제조방법 Download PDFInfo
- Publication number
- KR840003257A KR840003257A KR1019830000223A KR830000223A KR840003257A KR 840003257 A KR840003257 A KR 840003257A KR 1019830000223 A KR1019830000223 A KR 1019830000223A KR 830000223 A KR830000223 A KR 830000223A KR 840003257 A KR840003257 A KR 840003257A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- formula
- compound
- alkyl
- hydrogen
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 150000002959 penams Chemical class 0.000 title 1
- 238000000034 method Methods 0.000 claims 8
- -1 nitro, amino Chemical group 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 150000002148 esters Chemical class 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 230000001590 oxidative effect Effects 0.000 claims 2
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 230000000903 blocking effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910052757 nitrogen Chemical group 0.000 claims 1
- 150000004967 organic peroxy acids Chemical class 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 230000001012 protector Effects 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and 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
- C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Display Devices Of Pinball Game Machines (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- 하기 구조식(Ⅱ)의 화합물을 메탄올과 반응시킨후 필요에 따라 하기 과정중 하나 또는 그 이상을 수행하는 것으로 구성된 하기구조식(Ⅰ)의 페남유도체의 제조방법.(ⅰ)보호기나 차단기의 제거. (ⅱ)m이 1인 화합물을 m이 0인 화합물로 전환. (ⅲ)기 Rx를 기 R¹으로 전환. (Ⅳ)생성물을 그의 제약상허용가능한 염이나 에스테르로전환.상기 식들에서, RA는 수소 또는 하기구조(la)의 기이며여기서 X는 -CO₂R¹또는 SOIR₁이며;R은 C1-6알킬, 아릴, 헤테로사이클릭이며; R¹은 수소 또는 제약상허용되는 염형성이온 또는 에스테르형성기이며; R²는 수소 또는 제약상허용되는 염형성이온이나 생성체내 가수분해되는 에스테르형성기이며 RB는 아미노가나 하기 구조(Ⅱa)의 기를 보호하는 제거가능한 아실기이며; 여기서 Y는 -CO2RX또는 -SO3RX이며;n은 1이고 m은 0또는 1이며 구조식(Ⅱ)의 R은 상기 구조식(Ⅰ)에서 정의한 바와 같으며 여기서 어떤 반응성 기도 보호될 수 있으며 RX는 에스테르 형성기이며 RY는 수소, 염형성기 또는 카복실차단기이며, R³는 알킬, 벤질, 또는 아릴기를 나타낸다.
- 제1항에 있어서 R¹이 수소 또는 염형성이온인 방법.
- 제1항 또는 제2항에 있어서 RX가 카복실차단기인 방법.
- 제1항 또는 제3항에 있어서 R¹이 제약상허용가능한 에스테르 형성기인 방법.
- 제1항 내지 제4항중 어느 하나에 있어서 R이 C1-6알킬; 산소, 유황 및 질소로부터 선택된 하나 또는 2개의 헤테로원자를 함유하는 임의로 치환된 5원 헤테로사이클환; 페닐;치환분이 할로겐, 하이드록시, C1-6알콕시, 니트로, 아미노, C1-6알킬, C1-6할로알킬, C1-6알킬카보닐옥시 또는 C1-6알킬설포닐아미노(예-NHSO₂CH₃)인 모노치환페닐; 또는 치환분이 하이드록시, 할로겐, 메톡시, 아세톡시 및 아미노로 부터 선택된 이치환페닐인 방법.
- 제1항 내지 제5항 중 어느 하나에 있어서 R이 페닐 ; 치환분이 불소, 염소, 하이드록시, 메톡시, 니트로, 아미노, 아세톡, 시트리플로로메틸인 모노치환페닐; 치환분이 아세톡시, 하이드록시 및 메톡시로부터 선택되는 이 치환페닐인 방법.
- 제1항 내지 제6항중 어느 하나에 있어서 R이 2-아미노티아졸릴 또는 2-나 3-티에닐인 방법.
- 제1항 내지 제7항중 어느 하나에 있어서 R³가 C1-6알킬인 방법.
- 제1항 내지 제8항중 어느 하나에 있어서 R³가 메틸인 방법.
- 하기 구조식(Ⅲ)의 화합물을 산화시켜 구조식(Ⅱ)의 화합물을 제조하는 방법.상기식에서 RB,RY및 R³는 구조식(Ⅱ)에서 정의한 바와 같다.
- 제10항에 있어서 산화제로서 유기 과산을 사용하여 산화를 일으키는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8201754 | 1982-01-22 | ||
| GB8201754 | 1982-01-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840003257A true KR840003257A (ko) | 1984-08-20 |
Family
ID=10527792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830000223A KR840003257A (ko) | 1982-01-22 | 1983-01-21 | 페남유도체의 제조방법 |
Country Status (12)
| Country | Link |
|---|---|
| KR (1) | KR840003257A (ko) |
| AT (2) | AT381095B (ko) |
| CA (1) | CA1202959A (ko) |
| DK (1) | DK23083A (ko) |
| ES (2) | ES519191A0 (ko) |
| FI (1) | FI830193L (ko) |
| GR (1) | GR77868B (ko) |
| JO (1) | JO1228B1 (ko) |
| MX (1) | MX155039A (ko) |
| NO (1) | NO830184L (ko) |
| PL (2) | PL240237A1 (ko) |
| PT (1) | PT76127A (ko) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE811314A (fr) * | 1973-03-15 | 1974-08-20 | Procede de preparation de cephalosporines et de penicillines | |
| NZ195030A (en) * | 1979-10-09 | 1983-06-17 | Beecham Group Ltd | Preparation of 6 -methoxy-penam derivatives |
-
1983
- 1983-01-19 JO JO19831228A patent/JO1228B1/en active
- 1983-01-20 GR GR70301A patent/GR77868B/el unknown
- 1983-01-20 DK DK23083A patent/DK23083A/da not_active Application Discontinuation
- 1983-01-20 NO NO830184A patent/NO830184L/no unknown
- 1983-01-20 CA CA000419908A patent/CA1202959A/en not_active Expired
- 1983-01-20 PL PL24023783A patent/PL240237A1/xx unknown
- 1983-01-20 MX MX6997A patent/MX155039A/es unknown
- 1983-01-20 FI FI830193A patent/FI830193L/fi not_active Application Discontinuation
- 1983-01-20 PT PT76127A patent/PT76127A/pt unknown
- 1983-01-20 PL PL24419583A patent/PL244195A1/xx unknown
- 1983-01-21 KR KR1019830000223A patent/KR840003257A/ko not_active Application Discontinuation
- 1983-01-21 ES ES519191A patent/ES519191A0/es active Granted
- 1983-01-21 AT AT0020483A patent/AT381095B/de not_active IP Right Cessation
-
1984
- 1984-04-09 ES ES531428A patent/ES531428A0/es active Granted
-
1985
- 1985-09-02 AT AT0256085A patent/AT384611B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK23083A (da) | 1983-07-23 |
| PT76127A (en) | 1983-02-01 |
| GR77868B (ko) | 1984-09-25 |
| NO830184L (no) | 1983-07-25 |
| MX155039A (es) | 1988-01-22 |
| FI830193L (fi) | 1983-07-23 |
| ES8506721A1 (es) | 1985-07-16 |
| ES8407054A1 (es) | 1984-08-16 |
| AT384611B (de) | 1987-12-10 |
| FI830193A0 (fi) | 1983-01-20 |
| AT381095B (de) | 1986-08-25 |
| PL244195A1 (en) | 1984-09-10 |
| ES519191A0 (es) | 1984-08-16 |
| ATA256085A (de) | 1987-05-15 |
| PL240237A1 (en) | 1984-02-27 |
| CA1202959A (en) | 1986-04-08 |
| ATA20483A (de) | 1986-01-15 |
| JO1228B1 (en) | 1985-04-20 |
| DK23083D0 (da) | 1983-01-20 |
| ES531428A0 (es) | 1985-07-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |