ON THE PROTECTION OF 3-ALPHA-HYDROXY GROUP OF A/B CIS STEROIDS

被引：7

作者：

BANERJEE, S ^{[1
]}

DESAI, UR ^{[1
]}

TRIVEDI, GK ^{[1
]}

机构：

[1] INDIAN INST TECHNOL,DEPT CHEM,BOMBAY 400076,INDIA

来源：

SYNTHETIC COMMUNICATIONS | 1991年 / 21卷 / 06期

关键词：

D O I：

10.1080/00397919108019755

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The difficulties encountered in the protection of 3-alpha-hydroxy group of lithocholic acid 1 with three different types of protective groups are described. Only benzyl ether derivative was found to be suitable for synthetic transformations. The methodology for the synthesis of benzyl ethers of A/B cis steroids is reported for the first time.

引用

页码：757 / 770

页数：14

共 15 条

[1] CLEAVAGE OF ETHERS BY TRIPHENYLDIBROMOPHOSPHORANE [J].

ANDERSON, AG ;

FREENOR, FJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (22) :5037-&

[2] AN EFFICIENT AND SHORT DEGRADATION OF THE CHOLIC-ACID SIDE-CHAIN - A NEW METHOD FOR THE PREPARATION AND DEHYDROGENATION OF 4,5-DIHYDRO-OXAZOLES [J].

BARTON, DHR ;

MOTHERWELL, WB ;

WOZNIAK, J ;

ZARD, SZ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (09) :1865-1869

[3]

BATTA AK, 1982, STEROIDS, V39, P693, DOI 10.1016/0039-128X(82)90140-4

[4] PROSTAGLANDINS AND CONGENERS .20. SYNTHESIS OF PROSTAGLANDINS VIA CONJUGATE ADDITION OF LITHIUM TRANS-1-ALKENYLTRIALKYLALANATE REAGENTS - NOVEL REAGENT FOR CONJUGATE 1,4-ADDITIONS [J].

BERNADY, KF ;

FLOYD, MB ;

POLETTO, JF ;

WEISS, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (09) :1438-1447

[5]

CZERNECKI S, 1976, TETRAHEDRON LETT, V39, P3535

[6]

GOLDING BT, 1977, SYNTHESIS-STUTTGART, P423

[7]

GREEN TW, 1981, PROTECTIVE GROUPS OR, P10

[8] CHROMATOGRAPHY OF ORGANIC COMPOUNDS .1. THIN-LAYER CHROMATOGRAPHY OF OLEFINS [J].

GUPTA, AS ;

DEV, S .

JOURNAL OF CHROMATOGRAPHY, 1963, 12 (02) :189-&

[9] FLUORINATED STEROLS .1. 26,26,26,27,27,27-HEXAFLUORODESMOSTEROL [J].

HERZ, JE ;

MONTALVO, SC .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (12) :1233-1235

[10]

IWASHIGE T, 1967, CHEM PHARM BULL, V15, P1803

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