DE69916134D1 - Herstellung von optisch aktiver cyclohexylphenylglykolsäure und ihrer ester - Google Patents
Herstellung von optisch aktiver cyclohexylphenylglykolsäure und ihrer esterInfo
- Publication number
- DE69916134D1 DE69916134D1 DE69916134T DE69916134T DE69916134D1 DE 69916134 D1 DE69916134 D1 DE 69916134D1 DE 69916134 T DE69916134 T DE 69916134T DE 69916134 T DE69916134 T DE 69916134T DE 69916134 D1 DE69916134 D1 DE 69916134D1
- Authority
- DE
- Germany
- Prior art keywords
- ester
- production
- optically active
- cyclohexylphenylglycolic acid
- cyclohexylphenylglycolic
- 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.)
- Expired - Fee Related
Links
- YTRNSQPXEDGWMR-UHFFFAOYSA-N alpha-Cyclohexylmandelic acid Chemical compound C=1C=CC=CC=1C(O)(C(=O)O)C1CCCCC1 YTRNSQPXEDGWMR-UHFFFAOYSA-N 0.000 title 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/96—Esters of carbonic or haloformic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/06—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton from hydroxy amines by reactions involving the etherification or esterification of hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/02—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C219/20—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/12—Preparation of carboxylic acid esters from asymmetrical anhydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/02—Preparation of esters of carbonic or haloformic acids from phosgene or haloformates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US211646 | 1988-06-27 | ||
| US177456 | 1998-10-22 | ||
| US09/177,456 US5973182A (en) | 1998-10-22 | 1998-10-22 | Carbonate Intermediates useful in the preparation of optically active cyclohexylphenylglycolate esters |
| US09/211,646 US6140529A (en) | 1998-10-22 | 1998-12-15 | Synthesis of optically active cyclohexylphenylglycolate esters |
| PCT/US1999/024721 WO2000023414A2 (en) | 1998-10-22 | 1999-10-22 | Synthesis of optically active cyclohexylphenylglycolic acid and its esters |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69916134D1 true DE69916134D1 (de) | 2004-05-06 |
| DE69916134T2 DE69916134T2 (de) | 2005-02-03 |
Family
ID=26873314
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69932269T Expired - Fee Related DE69932269T2 (de) | 1998-10-22 | 1999-10-22 | Herstellung optisch aktiver Cyclohexylphenylglykolsäureester |
| DE69916134T Expired - Fee Related DE69916134T2 (de) | 1998-10-22 | 1999-10-22 | Herstellung von optisch aktiver cyclohexylphenylglykolsäure und ihrer ester |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69932269T Expired - Fee Related DE69932269T2 (de) | 1998-10-22 | 1999-10-22 | Herstellung optisch aktiver Cyclohexylphenylglykolsäureester |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6140529A (de) |
| EP (3) | EP1642883A3 (de) |
| JP (1) | JP2002527500A (de) |
| AT (2) | ATE263134T1 (de) |
| AU (2) | AU766066B2 (de) |
| CA (1) | CA2347736A1 (de) |
| DE (2) | DE69932269T2 (de) |
| DK (2) | DK1185498T3 (de) |
| ES (2) | ES2215406T3 (de) |
| PT (2) | PT1185498E (de) |
| WO (1) | WO2000023414A2 (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6180823B1 (en) * | 1998-11-06 | 2001-01-30 | Sepracor Inc. | Stereoselective process for alkyl phenylglycolic acids |
| US6777576B2 (en) | 2000-11-07 | 2004-08-17 | Sumika Fine Chemicals Co., Ltd. | Production method of 2-cyclohexyl-2-hydroxy-2-phenylacetic acid intermediate therefor and production method thereof |
| US6825378B2 (en) * | 2003-03-28 | 2004-11-30 | Council Of Scientific And Industrial Research | Process for the synthesis of enantiomerically pure cyclohexylphenyl glycolic acid |
| CN103012231B (zh) * | 2012-12-14 | 2015-08-05 | 沈阳药科大学 | 格隆溴铵手性对映体的制备方法和应用 |
| CN103772188B (zh) * | 2014-02-25 | 2015-09-23 | 成都百事兴科技实业有限公司 | R-(+)-α-环己基扁桃酸的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB708370A (en) * | 1950-12-27 | 1954-05-05 | Albert Boehringer | Process for the production of scopolamine-bromobutylate |
| GB750156A (en) * | 1953-03-23 | 1956-06-13 | Wellcome Found | Improvements in cyclohexyl-phenyl-amino-propanols |
| US2837525A (en) * | 1955-07-12 | 1958-06-03 | Sterling Drug Inc | 1-thienyl-1-cycloalkyl (or aryl)-3-(aliphatic-tertiary-amino)-1-hydroxy-lower-alkanes and preparation thereof |
| NL267508A (de) * | 1960-07-26 | |||
| JP2651411B2 (ja) * | 1988-06-13 | 1997-09-10 | 日本ヘキスト・マリオン・ルセル株式会社 | アルキルアミノアセチレングリコール酸エステルの製法 |
| IL91377A (en) * | 1988-09-14 | 1996-09-12 | Nippon Shinyaku Co Ltd | Derivatives of botinylamine glycolate |
| EP0915826A4 (de) * | 1996-07-01 | 1999-12-29 | Bridge Pharma Inc | Spasmolytische mittel für die glatte muskulatur und verfahren zu ihrer anwendung |
-
1998
- 1998-12-15 US US09/211,646 patent/US6140529A/en not_active Expired - Lifetime
-
1999
- 1999-10-22 EP EP05301107A patent/EP1642883A3/de not_active Withdrawn
- 1999-10-22 CA CA002347736A patent/CA2347736A1/en not_active Abandoned
- 1999-10-22 DK DK99953250T patent/DK1185498T3/da active
- 1999-10-22 AT AT99953250T patent/ATE263134T1/de not_active IP Right Cessation
- 1999-10-22 PT PT99953250T patent/PT1185498E/pt unknown
- 1999-10-22 ES ES99953250T patent/ES2215406T3/es not_active Expired - Lifetime
- 1999-10-22 DK DK03104950T patent/DK1424321T3/da active
- 1999-10-22 EP EP03104950A patent/EP1424321B1/de not_active Expired - Lifetime
- 1999-10-22 AT AT03104950T patent/ATE332290T1/de not_active IP Right Cessation
- 1999-10-22 AU AU65222/99A patent/AU766066B2/en not_active Ceased
- 1999-10-22 DE DE69932269T patent/DE69932269T2/de not_active Expired - Fee Related
- 1999-10-22 JP JP2000577142A patent/JP2002527500A/ja not_active Withdrawn
- 1999-10-22 EP EP99953250A patent/EP1185498B1/de not_active Expired - Lifetime
- 1999-10-22 WO PCT/US1999/024721 patent/WO2000023414A2/en active IP Right Grant
- 1999-10-22 ES ES03104950T patent/ES2266726T3/es not_active Expired - Lifetime
- 1999-10-22 DE DE69916134T patent/DE69916134T2/de not_active Expired - Fee Related
- 1999-10-22 PT PT03104950T patent/PT1424321E/pt unknown
-
2003
- 2003-12-22 AU AU2003271292A patent/AU2003271292A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2000023414A2 (en) | 2000-04-27 |
| ES2215406T3 (es) | 2004-10-01 |
| WO2000023414A3 (en) | 2001-12-13 |
| AU766066B2 (en) | 2003-10-09 |
| CA2347736A1 (en) | 2000-04-27 |
| AU6522299A (en) | 2000-05-08 |
| EP1642883A3 (de) | 2006-05-03 |
| EP1424321B1 (de) | 2006-07-05 |
| AU2003271292A1 (en) | 2004-01-29 |
| DK1424321T3 (da) | 2006-07-31 |
| EP1424321A1 (de) | 2004-06-02 |
| DE69932269D1 (de) | 2006-08-17 |
| DK1185498T3 (da) | 2004-07-26 |
| AU2003271292A2 (en) | 2004-01-29 |
| EP1642883A2 (de) | 2006-04-05 |
| PT1424321E (pt) | 2006-09-29 |
| JP2002527500A (ja) | 2002-08-27 |
| EP1185498B1 (de) | 2004-03-31 |
| ATE332290T1 (de) | 2006-07-15 |
| PT1185498E (pt) | 2004-06-30 |
| EP1185498A2 (de) | 2002-03-13 |
| ES2266726T3 (es) | 2007-03-01 |
| DE69916134T2 (de) | 2005-02-03 |
| ATE263134T1 (de) | 2004-04-15 |
| US6140529A (en) | 2000-10-31 |
| DE69932269T2 (de) | 2006-11-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |