Title:
PROCESS FOR THE PREPARATION OF 7-AMINO SYN 3,5-DIHYDROXY HEPTANOIC ACID DERIVATIVES, INTERMEDIATES THEREOF AND METHODS FOR THEIR PREPARATION
Document Type and Number:
WIPO Patent Application WO2003004455
Kind Code:
A3
Abstract:
The invention relates to synthesis methods for the preparation of the intermediates, which are suitable for the preparation of statin derivatives, especially to synthesis methods of the intermediate of formula (VI) wherein Ra' and Rc' are each independently of the other hydrogen or hydroxy-protecting group or together are a bridging hydroxy-protecting group, and Rb is a carboxy-protecting group, which methods are carried out by conversion of the intermediate of formula (XVI) wherein Ra' and Rc' are each independently of the other hydrogen or a hydroxy-protecting group, R* and R** are each independently of the other hydrogen or an amide-protecting group, and Rb is a carboxy-protecting group; which methods proceed to further intermediates and methods for their preparation.
Inventors:
OEHRLEIN REINHOLD (DE)
BAISCH GABRIELE (DE)
KIRNER HANS JOERG (CH)
BIENEWALD FRANK (FR)
BURKHARDT STEPHAN (CH)
STUDER MARTIN (CH)
BAISCH GABRIELE (DE)
KIRNER HANS JOERG (CH)
BIENEWALD FRANK (FR)
BURKHARDT STEPHAN (CH)
STUDER MARTIN (CH)
Application Number:
PCT/EP2002/007308
Publication Date:
March 20, 2003
Filing Date:
July 02, 2002
Export Citation:
Assignee:
CIBA SC HOLDING AG (CH)
OEHRLEIN REINHOLD (DE)
BAISCH GABRIELE (DE)
KIRNER HANS JOERG (CH)
BIENEWALD FRANK (FR)
BURKHARDT STEPHAN (CH)
STUDER MARTIN (CH)
OEHRLEIN REINHOLD (DE)
BAISCH GABRIELE (DE)
KIRNER HANS JOERG (CH)
BIENEWALD FRANK (FR)
BURKHARDT STEPHAN (CH)
STUDER MARTIN (CH)
International Classes:
C07B53/00; C07B61/00; C07C67/31; C07C69/67; C07C67/307; C07C69/675; C07C69/708; C07C69/716; C07C69/732; C07C69/738; C07C227/06; C07C227/16; C07C227/32; C07C229/22; C07C231/02; C07C235/04; C07C235/06; C07C235/74; C07C247/12; C07D207/34; C12P7/62; (IPC1-7): C07C227/32; C07C229/22; C07C235/04; C07C235/74
Domestic Patent References:
| WO1999032434A1 | 1999-07-01 |
Foreign References:
| EP0385733A2 | 1990-09-05 | |||
| US5599954A | 1997-02-04 | |||
| EP0436851A1 | 1991-07-17 | |||
| EP0352864A2 | 1990-01-31 |
Other References:
ROY R ET AL: "CHEMENZYMATIC SYNTHESIS OF A C5-CHIRAL BUILDING BLOCK: A SUBSTRATE MODIFICATION APPROACH", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 28, no. 42, 1987, pages 4935 - 4938, XP001038113, ISSN: 0040-4039
BROOKS D W ET AL: "REMOTE SUBSTITUENT EFFECTS IN MICROBIAL REDUCTIONS OF 3-KETOGLUTARATE AND 3 KETOADIPATE ESTERS", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 25, no. 41, 1984, pages 4623 - 4626, XP001038115, ISSN: 0040-4039
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002217821, Database accession no. reaction ID 225285
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002186065, Database accession no. BRN 6798562, 6801505
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218020, Database accession no. BRN 4322437
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218021, Database accession no. Reaction ID 1962247
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218022, Database accession no. reaction ID 2261529
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218023, Database accession no. BRN 3567301
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218024, Database accession no. BRN 6373749, 6374676
BAUMANN K L ET AL: "THE CONVERGENT SYNTHESIS OF CI-981, AN OPTICALLY ACTIVE, HIGHLY POTENT, TISSUE SELECTIVE INHIBITOR OF HMG-COA REDUCTASE", TETRAHEDRON LETT, vol. 33, no. 17, 21 April 1992 (1992-04-21), pages 2283 - 2284, XP000608147, ISSN: 0040-4039
M. A. WILLIAMS ET AL.: "Hemiketal Formation and Subsequent Intramolecular Acylation of an N-Hydroxy-.beta.-lactam", J. ORG. CHEM., vol. 56, no. 3, 1991, pages 1293 - 96, XP002218019
BROOKS D W ET AL: "REMOTE SUBSTITUENT EFFECTS IN MICROBIAL REDUCTIONS OF 3-KETOGLUTARATE AND 3 KETOADIPATE ESTERS", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 25, no. 41, 1984, pages 4623 - 4626, XP001038115, ISSN: 0040-4039
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002217821, Database accession no. reaction ID 225285
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002186065, Database accession no. BRN 6798562, 6801505
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218020, Database accession no. BRN 4322437
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218021, Database accession no. Reaction ID 1962247
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218022, Database accession no. reaction ID 2261529
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218023, Database accession no. BRN 3567301
DATABASE CROSSFIRE BEILSTEIN [online] Beilstein Institut zur Förderung der Chemischen Wissenschaften, Frankfurt am Main, DE; XP002218024, Database accession no. BRN 6373749, 6374676
BAUMANN K L ET AL: "THE CONVERGENT SYNTHESIS OF CI-981, AN OPTICALLY ACTIVE, HIGHLY POTENT, TISSUE SELECTIVE INHIBITOR OF HMG-COA REDUCTASE", TETRAHEDRON LETT, vol. 33, no. 17, 21 April 1992 (1992-04-21), pages 2283 - 2284, XP000608147, ISSN: 0040-4039
M. A. WILLIAMS ET AL.: "Hemiketal Formation and Subsequent Intramolecular Acylation of an N-Hydroxy-.beta.-lactam", J. ORG. CHEM., vol. 56, no. 3, 1991, pages 1293 - 96, XP002218019
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