Chlorination of 20-oxopregnanes with the manganese dioxide chlorotrimethylsilane acetyl chloride system: A simple approach towards the construction of the corticosteroid side chain

被引:13
作者
Borah, P [1 ]
Ahmed, M [1 ]
Chowdhury, P [1 ]
机构
[1] Reg Res Lab, Nat Prod Chem Div, Jorhat 785006, Assam, India
来源
JOURNAL OF CHEMICAL RESEARCH-S | 1998年 / 05期
关键词
D O I
10.1039/a701350g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
C-21 chlorination of 20-oxosteroids using the system MnO2 (excess)-TMSCl or MnO2 (excess)-AcCl in acetic acid medium as well as an example of a Wagner-Meerwein rearrangement of 17 alpha-chloro-20-oxopregna-3 beta-yl acetate to 17 beta-methyl-18-nor-17 alpha-pregn-13-en-3 beta-yl acetate have been demonstrated.
引用
收藏
页码:236 / +
页数:2
相关论文
共 20 条
[1]   21-ACETOXY-16-ALPHA,17-ALPHA-EPOXY-4-PREGNENE-3,20-DIONE AS A STARTING MATERIAL FOR THE SYNTHESIS OF TRIAMCINOLONE [J].
ALLEN, WS ;
BERNSTEIN, S ;
FELDMAN, LI ;
WEISS, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (14) :3696-3701
[2]  
BAILY DM, 1987, ANNU REP MED CHEM, V22, P319
[3]  
BAILY DM, 1987, ANNU REP MED CHEM, V22, P325
[4]  
Borah P, 1996, J CHEM RES-S, P502
[5]  
BORAH P, Patent No. 267957
[6]  
BRISTOL JA, 1991, ANNU REP MED CHEM, V26, P303
[7]  
CHOWDHURY PK, Patent No. 08589708
[8]  
CHOWDHURY PK, Patent No. 1645
[9]   OPTICAL ROTATORY DISPERSION STUDIES .23. ALPHA-HALOKETONES .3. [J].
DJERASSI, C ;
FORNAGUERA, I ;
MANCERA, O .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (10) :2383-2386
[10]  
DJERASSI C, 1963, STEROID RACTIONS OUT