FORMATION OF 18-NOR-13(14)-ENE-17-BETA-METHYL STEROIDS DURING PERFLUOROACYLATION OF ANABOLIC-STEROIDS BEARING A TERTIARY 17-HYDROXY GROUP AND COMPOUNDS RELATED TO CORTICOSTEROIDS

被引：14

作者：

STOCKL, D ^{[1
]}

DESAGHER, R ^{[1
]}

THIENPONT, LM ^{[1
]}

DEBRUYCKERE, G ^{[1
]}

VANPETEGHEM, CH ^{[1
]}

机构：

[1] STATE UNIV GHENT,FAC PHARMACEUT SCI,FOOD ANAL LAB,B-9000 GHENT,BELGIUM

来源：

ANALYST | 1994年 / 119卷 / 12期

关键词：

ANABOLIC STEROID; PERFLUOROACYLATION; 18-NOR-13(14)-ENE-STEROIDS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

D O I：

10.1039/an9941902587

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The results of derivatization (for gas chromatography-mass spectrometry) of steroids bearing a tertiary 17-hydroxy group with perfluoroacyl anhydrides in acetone are presented. The reaction products are investigated by using low- and high-resolution mass spectrometry, metastable ion measurements, and proton and carbon-13 nuclear magnetic resonance spectroscopy. On the basis of the results, we conclude that all the products lose the 17-hydroxy group during derivatization and undergo a Wagner-Meerwein rearrangement to give 18-nor-13(14)-ene-17 beta-methyl steroids.

引用

页码：2587 / 2590

页数：4

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