JPH09512820A - 抗真菌剤の合成における中間体の調製方法 - Google Patents
抗真菌剤の合成における中間体の調製方法Info
- Publication number
- JPH09512820A JPH09512820A JP7529013A JP52901395A JPH09512820A JP H09512820 A JPH09512820 A JP H09512820A JP 7529013 A JP7529013 A JP 7529013A JP 52901395 A JP52901395 A JP 52901395A JP H09512820 A JPH09512820 A JP H09512820A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- alkyl
- mixture
- catalyst
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/65—Halogen-containing esters of unsaturated acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C67/347—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.下式の化合物を調製する方法であって (ここでRはC1−C6アルキルである)、 下式のジフルオロベンゼン誘導体 (ここでAはBr、I、−OS(O)2R2または-OP(=O)(OR3)2であり、R2はF、CF3、 C1−C6アルキル、アリール、または置換アリールであり、そしてR3はC1−C6 アルキルである)と、アレン、式CH2(CO2R)2のマロン酸ジアルキル(ここでR はC1−C6アルキルである)、および塩基との混合物を、触媒の存在下、密閉容 器内で容器内圧が1〜10 psigの範囲の圧力下において、極性有機溶媒中で加熱 する工程を包含する、方法。 2.前記AがBrであり、そしてRがエチルまたはメチルであり、前記触媒がパラ ジウム触媒である、請求項1に記載の方法。 3.前記触媒が、ビス(ジフェニルホスフィノ)エタンパラジウム(O)、テトラキ ス(トリフェニルホスフィン)-パラジウム(O)、ビス(トリフェニルホスフィン) パラジウム(II)クロリド、あるいはP(Ar)3(ここでArはフェニルから選択される アリール基である)と、トリス(ジベンジリデンアセトン)ジパラジウム(O)また はPdX2(ここでXはCl、BrまたはIである)のいずれかとの組み合わせである、 請求項1または2に記載の方法。 4.前記塩基がK2CO3、Na2CO3、NaH、KH、Na3PO4、K3PO4、NaOR1またはKOR1(こ こでR1はC1-C6アルキルである)である、請求項1、2または3に記載の方法 。 5.前記塩基が、Na3PO4またはK3PO4である、請求項1、2、3または4に記載 の 方法。 6.前記溶媒が、DMF、DMSO、THF、アセトンまたはアセトニトリルである、請求 項1、2、3、4または5に記載の方法。 7.前記混合物が40℃から120℃に加熱される、請求項1、2、3、4、5また は6に記載の方法。 8.前記混合物が50℃から90℃に加熱される、請求項1、2、3、4、5、6ま たは7に記載の方法。 9.前記混合物が70℃から80℃に加熱される、請求項1、2、3、4、5、6、 7または8に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/239,488 | 1994-05-09 | ||
US08/239,488 US5442093A (en) | 1994-05-09 | 1994-05-09 | Process for preparing intermediates for the synthesis of antifungal agents |
PCT/US1995/005216 WO1995030638A1 (en) | 1994-05-09 | 1995-05-04 | Process for preparing intermediates for the synthesis of antifungal agents |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH09512820A true JPH09512820A (ja) | 1997-12-22 |
JP3744538B2 JP3744538B2 (ja) | 2006-02-15 |
Family
ID=22902372
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP52901395A Expired - Lifetime JP3744538B2 (ja) | 1994-05-09 | 1995-05-04 | 抗真菌剤の合成における中間体の調製方法 |
Country Status (15)
Country | Link |
---|---|
US (1) | US5442093A (ja) |
EP (1) | EP0759024B1 (ja) |
JP (1) | JP3744538B2 (ja) |
KR (1) | KR970702838A (ja) |
CN (1) | CN1088056C (ja) |
AT (1) | ATE196133T1 (ja) |
AU (1) | AU701315B2 (ja) |
CA (1) | CA2189128C (ja) |
DE (1) | DE69518748T2 (ja) |
ES (1) | ES2150568T3 (ja) |
HU (1) | HUT75109A (ja) |
IL (1) | IL113628A (ja) |
MX (1) | MX9605313A (ja) |
NZ (1) | NZ285508A (ja) |
WO (1) | WO1995030638A1 (ja) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ325566A (en) * | 1995-12-20 | 1999-05-28 | Schering Corp | Process for preparing a crystalline chiral hydroxy ester intermediate for the synthesis of antifungal agents |
US5756830A (en) * | 1995-12-20 | 1998-05-26 | Schering Corporation | Process for preparing intermediates for the synthesis of antifungal agents |
DE19827417B4 (de) * | 1998-06-19 | 2004-10-28 | Hahn, Rainer, Dr.Med.Dent. | Material zur unterschiedlichen Modifizierung der optischen Eigenschaften unterschiedlicher Zellen |
KR20060050746A (ko) | 2004-08-31 | 2006-05-19 | 엘지전자 주식회사 | 카메라로 촬영된 문서 영상 처리 방법 |
CN105777539B (zh) * | 2016-03-30 | 2018-04-10 | 浙江大学宁波理工学院 | 一种2‑[2‑(2,4‑二氟苯基)烯丙基]‑1,3‑丙二酸二乙酯的合成方法 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE115577T1 (de) * | 1987-11-20 | 1994-12-15 | Schering Corp | Tri- und tetrasubstituierte oxetane und tetrahydrofurane und deren zwischenprodukte. |
US5039676A (en) * | 1990-05-11 | 1991-08-13 | Schering Corporation | Tri- and tetra-substituted-oxetanes and tetrahydrofurans and intermediates thereof |
IL103558A0 (en) * | 1991-10-30 | 1993-03-15 | Schering Corp | Tri-substituted tetrahydrofuran antifungals |
US5349099A (en) * | 1993-12-13 | 1994-09-20 | Schering Corporation | Process for preparing intermediates for the synthesis of antifungal agents |
-
1994
- 1994-05-09 US US08/239,488 patent/US5442093A/en not_active Expired - Lifetime
-
1995
- 1995-05-04 MX MX9605313A patent/MX9605313A/es unknown
- 1995-05-04 CN CN95192982A patent/CN1088056C/zh not_active Expired - Lifetime
- 1995-05-04 EP EP95918862A patent/EP0759024B1/en not_active Expired - Lifetime
- 1995-05-04 HU HU9603113A patent/HUT75109A/hu unknown
- 1995-05-04 AU AU24624/95A patent/AU701315B2/en not_active Ceased
- 1995-05-04 AT AT95918862T patent/ATE196133T1/de not_active IP Right Cessation
- 1995-05-04 NZ NZ285508A patent/NZ285508A/en unknown
- 1995-05-04 DE DE69518748T patent/DE69518748T2/de not_active Expired - Lifetime
- 1995-05-04 JP JP52901395A patent/JP3744538B2/ja not_active Expired - Lifetime
- 1995-05-04 CA CA002189128A patent/CA2189128C/en not_active Expired - Lifetime
- 1995-05-04 WO PCT/US1995/005216 patent/WO1995030638A1/en active IP Right Grant
- 1995-05-04 ES ES95918862T patent/ES2150568T3/es not_active Expired - Lifetime
- 1995-05-07 IL IL11362895A patent/IL113628A/xx active IP Right Grant
-
1996
- 1996-11-09 KR KR1019960706339A patent/KR970702838A/ko not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
ATE196133T1 (de) | 2000-09-15 |
US5442093A (en) | 1995-08-15 |
HUT75109A (en) | 1997-04-28 |
DE69518748T2 (de) | 2001-05-31 |
NZ285508A (en) | 1998-02-26 |
IL113628A (en) | 2000-07-26 |
CN1147807A (zh) | 1997-04-16 |
KR970702838A (ko) | 1997-06-10 |
CA2189128A1 (en) | 1995-11-16 |
HU9603113D0 (en) | 1997-01-28 |
EP0759024A1 (en) | 1997-02-26 |
MX9605313A (es) | 1997-12-31 |
EP0759024B1 (en) | 2000-09-06 |
ES2150568T3 (es) | 2000-12-01 |
CA2189128C (en) | 2005-01-11 |
IL113628A0 (en) | 1995-08-31 |
JP3744538B2 (ja) | 2006-02-15 |
DE69518748D1 (de) | 2000-10-12 |
AU701315B2 (en) | 1999-01-28 |
WO1995030638A1 (en) | 1995-11-16 |
AU2462495A (en) | 1995-11-29 |
CN1088056C (zh) | 2002-07-24 |
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