Patent US5248796A successfully refreshed from Google Patents.
US5248796A
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Taxol derivatives
Assignee: Bristol Myers Squibb Co
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Filing: 1992-06-18
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Granted: 1993-09-28
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Expires: 2012-06-18
Abstract
Abstract The present invention relates to 10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene derivatives which are useful as antitumor agents and as intermediates for the preparation of 10-desacetoxytaxol. Also disclosed is a novel process for the preparation of 10-desacetoxytaxol which comprises treating hydroxy protected 10-deacetyltaxol with 1,1,2-trifluoro-2-chlorotriethylamine followed by catalytic hydrogenation.
Inventors
- 👤 Shu-Hui Chen
- 👤 Vittorio Farina
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 18:51
CPC Classifications
C; C07; C07D; C07D305/00; C07D305/14; C07C; C07C2603/00; C07C2603/56; C07C2603/58; C07C2603/76; C07C2603/80
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
86 words
A compound of the formula ##STR25## wherein R 2 is hydrogen and R 3 is hydroxy; or R 3 is hydrogen and R 2 is hydroxy, chlorofluoroacetoxy, or a protected hydroxy group; R 4 is hydrogen or a hydroxy protecting group; and the dash bonds together represent 10,12-diene or 11-ene; with the proviso that when R 3 is hydroxy and R 2 is hydrogen, or when R 3 is hydrogen and R 2 is hydroxy or a protected hydroxy group, the dash bonds together represent 10,12-diene.
Claim 2
Dependent Claim
86 words
A compound of the formula ##STR25## wherein R 2 is hydrogen and R 3 is hydroxy; or R 3 is hydrogen and R 2 is hydroxy, chlorofluoroacetoxy, or a protected hydroxy group; R 4 is hydrogen or a hydroxy protecting group; and the dash bonds together represent 10,12-diene or 11-ene; with the proviso that when R 3 is hydroxy and R 2 is hydrogen, or when R 3 is hydrogen and R 2 is hydroxy or a protected hydroxy group, the dash bonds together represent 10,12-diene.
Claim 3
Dependent Claim
15 words
A compound of claim 1 wherein R 2 is chlorofluoroacetoxy and R 3 is hydrogen.
Claim 4
Dependent Claim
12 words
A compound of claim 2 wherein the dash bonds together represent 11-ene.
Claim 5
Dependent Claim
12 words
A compound of claim 2 wherein the dash bonds together represent 10,12-diene.
Claim 6
Dependent Claim
13 words
A compound selected from the group consisting of 2'-O-allyloxycarbonyl-7-O-chlorofluoroacetyl-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 7-O-chlorofluoroacetyl-10-desacetoxy-11,12(18)-dihydrotaxol-10,12(18)-diene; 7-O-chlorofluoroacetyl-10-desacetoxytaxol; and 2'-O-benzyloxycarbonyl-7-chlorofluoroacetyl-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene.
Claim 7
Dependent Claim
13 words
A compound selected from the group consisting of 2'-O-allyloxycarbonyl-7-O-chlorofluoroacetyl-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 7-O-chlorofluoroacetyl-10-desacetoxy-11,12(18)-dihydrotaxol-10,12(18)-diene; 7-O-chlorofluoroacetyl-10-desacetoxytaxol; and 2'-O-benzyloxycarbonyl-7-chlorofluoroacetyl-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene.
Claim 8
Dependent Claim
12 words
A compound of claim 1 wherein the dash bonds together represent 10,12-diene.
Claim 9
Dependent Claim
14 words
A compound selected from the group consisting of 2',7-bis-O-(2,2,2-trichloroethoxycarbonyl)-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 2'-O-benzyloxycarbonyl-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 2'-O-allyloxycarbonyl-10-desacetoxy-11,12-dihydro-7-epitaxol-10,12(18)-diene; and 10-desacetoxy-11,12-dihydro-7-epitaxol-10,12(18)-diene.
Claim 10
Dependent Claim
14 words
A compound selected from the group consisting of 2',7-bis-O-(2,2,2-trichloroethoxycarbonyl)-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 2'-O-benzyloxycarbonyl-10-desacetoxy-11,12-dihydrotaxol-10,12(18)-diene; 2'-O-allyloxycarbonyl-10-desacetoxy-11,12-dihydro-7-epitaxol-10,12(18)-diene; and 10-desacetoxy-11,12-dihydro-7-epitaxol-10,12(18)-diene.
References Cited (Backward Citations)
US4243594A
Cited
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