Patent US4969907A successfully refreshed from Google Patents.
Patent US4857653A successfully refreshed from Google Patents.
US4857653A
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Process for the preparation of taxol and 10-deacetyltaxol
Assignee: Aventis Pharma SA
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Filing: 1987-07-14
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Granted: 1989-08-15
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Expires: 2007-07-14
Abstract
Abstract Taxol and 10-deacetyltaxol are prepared from a compound of formula: ##STR1## in which R' represents acetyl or 2,2,2-trichloroethoxycarbonyl radical, by removal of the t-butoxycarbonyl radical, benzoylation of the amine product obtained, and removal of the 2,2,2-trichloroethoxycarbonyl group(s).
Inventors
- 👤 Michel Colin
- 👤 Daniel Guenard
- 👤 Francoise Gueritte-Voegelein
- 👤 Pierre Potier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:32
CPC Classifications
C; C07; C07D; C07D305/00; C07D305/14
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
113 words
A process for the preparation of taxol or 10-deacetyltaxol, and their 2'S, 3'R isomers which comprises reacting halotrialkylsilane with a compound of formula: ##STR9## in which R' represents acetyl or 2,2,2-trichloroethoxycarbonyl, in an organic solvent at about 0° C. to produce a product of formula: ##STR10## in which R' is as defined above, and reacting the said product with benzoyl chloride in the presence of an acid acceptor to produce a product of formula: ##STR11## in which R' is as defined above, and then reacting this product with zinc in acetic acid to produce taxol, when R' in the starting material is acetyl, or 10-deacetyltaxol, when R' in the starting material is 2,2,2-trichloroethoxycarbonyl.
Claim 2
Dependent Claim
113 words
A process for the preparation of taxol or 10-deacetyltaxol, and their 2'S, 3'R isomers which comprises reacting halotrialkylsilane with a compound of formula: ##STR9## in which R' represents acetyl or 2,2,2-trichloroethoxycarbonyl, in an organic solvent at about 0° C. to produce a product of formula: ##STR10## in which R' is as defined above, and reacting the said product with benzoyl chloride in the presence of an acid acceptor to produce a product of formula: ##STR11## in which R' is as defined above, and then reacting this product with zinc in acetic acid to produce taxol, when R' in the starting material is acetyl, or 10-deacetyltaxol, when R' in the starting material is 2,2,2-trichloroethoxycarbonyl.
Claim 3
Dependent Claim
11 words
Process according to claim 1 in which the halotrialkylsilane is iodotrimethylsilane.
Claim 4
Dependent Claim
13 words
Process according to claim 1 in which the said organic solvent is acetonitrile.
Claim 5
Dependent Claim
22 words
Process according to claim 1 in which the said acid acceptor is pyridine used at a reaction temperature of about 20° C.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-08-14 | 1993-02-13 | 1993-08-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-08-14 | 1997-02-13 | 1997-08-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-08-14 | 2001-02-13 | 2001-08-15 | $7700.00 | Window Closed / Lapsed |