2 STEROIDAL EPIMERS, (5-BETA,17-ALPHA)-PREGNA-20-YNO[3,4-C][1,2,5]OXADIAZOL-17-OL (THE 5-BETA-EPIMER) AND (5-ALPHA,17-ALPHA)-PREGNA-20-YNO[3,4-C][1,2,5]OXADIAZOL-17-OL (THE 5-ALPHA-EPIMER)

被引:5
作者
LISGARTEN, DR [1 ]
PALMER, RA [1 ]
MAES, D [1 ]
LISGARTEN, J [1 ]
WYNS, L [1 ]
机构
[1] FREE UNIV BRUSSELS,INST MOLEK BIOL,DEPT ULTRASTRUCT,B-1640 RHODE ST GENESE,BELGIUM
关键词
D O I
10.1107/S0108270194007237
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crystal and molecular structures of the steroidal oxadiazoles (5 beta,17 alpha)-pregna-20-yno[3,4-c][1,2,5]oxadiazol-17-ol (the 5 beta-epimer) and (5 alpha,l7 alpha)-pregna-20-yno[3,4-c][1,2,5]oxadiazol-17-ol (the 5 alpha-epimer), C21H28N2O2, have been determined. In both structures rings A are similar, having conformations intermediate between a strained sofa, a half-chair and an envelope. Rings B and C are also similar, adopting chair conformations. In the 5 beta-epimer, ring D has a 13 beta-envelope conformation, while in the 5 alpha-epimer, ring D has an envelope/intermediate half-chair conformation.
引用
收藏
页码:666 / 670
页数:5
相关论文
共 13 条
[1]   CRYSTAL-STRUCTURES OF 2 ISOMERS OF METHYLFUROXANCARBOXAMIDE, C4H5N3O3 [J].
CALLERI, M ;
CHIARI, G ;
VILLA, AC ;
MANFREDOTTI, AG ;
GUASTINI, C ;
VITERBO, D .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1975, 31 (OCT15) :2384-2389
[2]  
Duax W. L., 1975, ATLAS STEROID STRUCT
[3]   STEROIDS AND RELATED STUDIES .62. THE ROLE OF X-RAY CRYSTALLOGRAPHY IN DRUG DESIGN - IDENTIFICATION OF THE 2 ISOMERS 17-BETA-HYDROXY-17-ALPHA-METHYL-5(BETA AND ALPHA)-ANDROSTANO-(2,3-C)-1',2',5'-OXADIAZOLE (HS804 AND HS805) [J].
ELSHORA, A ;
PALMER, RA ;
SINGH, H ;
PAUL, D .
JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1984, 14 (04) :315-332
[4]  
GAVEZZOTTI A, 1982, NOUV J CHIM, V6, P443
[5]   THE CALCULATION OF MOLECULAR VOLUMES AND THE USE OF VOLUME ANALYSIS IN THE INVESTIGATION OF STRUCTURED MEDIA AND OF SOLID-STATE ORGANIC-REACTIVITY [J].
GAVEZZOTTI, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (16) :5220-5225
[6]  
KARAULOV S, 1993, SNPI MOL PLOTTING PR
[7]   STRUCTURE OF (20R)-5-ALPHA-PREGNANO[3,4-C][1,2,5]OXADIAZOL-20-OL (HS1011) [J].
MAES, D ;
WYNS, L ;
LISGARTEN, J ;
LISGARTEN, D ;
PALMER, R .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 :1092-1095
[8]  
ROBERTS P, 1975, XANADU PROGRAM CRYST
[9]  
SAGEBARTH E, 1965, J CHEM PHYS, V43, P166
[10]  
SHELDRICK GM, 1976, SHELX PROGRAM CRYSTA