A 10-DEACETYLBACCATIN-III DERIVATIVE - 11,12-DIHYDRO-7-TRIETHYLSILYL-10-DEACETYLBACCATIN-III

被引:4
作者
CHIARONI, A
RICHE, C
MARDER, R
DUBOIS, J
GUENARD, D
GUERITTEVOEGELEIN, F
机构
关键词
D O I
10.1107/S0108270195004616
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The title compound (systematic name: 2a,3,4,4a,5,6,7,8,9,10,11,12,12a,1 2b-tetradecahydroxy-9,11-trihydroxy-4a,8,13,13-tetramethyl-4-triethylsiloxy-7,11-methano-1H-cyclodeca[3,4]benz[1,2b]oxete-12,W12b-diyl 12b-acetate 12-benzoate), C35H52O10Si was obtained from 10-deacetylbaccatin III by the reduction of the C11=C12 double bond of the 13-keto derivative. The saturation of the C11=C12 bond results in a large change in the orientation of the C13-OH hydroxy group. The distance between this group and the C4 acetyl group decreases leading to a strong hindrance of the hydroxy group, which explains the non-esterification at this position.
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页码:2050 / 2053
页数:4
相关论文
共 13 条
[1]  
GUERITTEVOEGELE.F, 1990, ACTA CRYSTALLOGR C, V46, P781
[2]  
GUERITTEVOEGELEIN, 1991, J MED CHEM, V34, P992
[3]  
JOHNSON CK, 1965, ORNL3794 REP
[4]   BACCATIN-III DERIVATIVES - REDUCTION OF THE C-11,C-12-DOUBLE-BOND [J].
MARDER, R ;
DUBOIS, J ;
GUENARD, D ;
GUERITTEVOEGELEIN, F ;
POTIER, P .
TETRAHEDRON, 1995, 51 (07) :1985-1994
[5]   SOME USES OF A BEST MOLECULAR FIT ROUTINE [J].
NYBURG, SC .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1974, B 30 (JAN15) :251-253
[6]  
RICHE C, 1983, R3M REPRESENTATION M
[7]  
RICHE C, 1989, NONIUS PROGRAM DATA
[8]  
RICHE C, 1992, ACTACIF LOGICIEL PRE
[9]   PROMOTION OF MICROTUBULE ASSEMBLY INVITRO BY TAXOL [J].
SCHIFF, PB ;
FANT, J ;
HORWITZ, SB .
NATURE, 1979, 277 (5698) :665-667
[10]  
Sheldrick G. M., 1985, SHELXS86 PROGRAM SOL