SPONTANEOUS OXIDATION OF STEROIDAL 2BETA-OLS TO 2-KETONES IN CRYSTALLINE STATE

被引:12
作者
LEWBART, ML
机构
[1] Department of Medicine, Jefferson Medical College of Philadelphia, Philadelphia, PA 19107
关键词
D O I
10.1038/222663a0
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
WE report here a remarkable property of the C-20-epimeric 11β - hydroxy - 17,20 - acetonido - 21 - acetates (I) [melting point (mp) 206°-207° C [α)D + 42°C (methanol)] and (II) [mp 196°-197° C [α]D + 105° C (methanol)]. On standing in pure crystalline form at room temperature, both compounds deteriorate slowly as indicated by a progressive decrease in their melting points. Examination of the crystals at intervals by infrared spectroscopy demonstrated the appearance, first of a shoulder, and subsequently a definite band at 1,700 cm-1 together with a diminution of the hydroxyl band. Thin-layer chromatography showed the progressive formation of a single, slightly more mobile product in each case which had the same RF value as the corresponding 11-ketones (Ia) arid (IIa). © 1969 Nature Publishing Group.
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页码:663 / &
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