Practical one-pot conversion of 17β-estradiol to 10β-hydroxy-(p-quinol) and 10β-chloro-17β-hydroxyestra-1,4-dien-3-one

被引：9
|
作者：
Lista, Liliana [1 ]
Manini, Paola [1 ]
Napolitano, Alessandra [1 ]
Pezzella, Alessandro [1 ]
d'Ischia, Marco [1 ]
机构：
[1] Univ Naples Federico II, Dept Organ Chem & Biochem, I-80126 Naples, Italy
来源：
STEROIDS | 2006年 / 71卷 / 08期
关键词：
10 beta-chloro-17 beta-hydroxyestra-1,4-dien-3-one; 10 beta,17 beta-dihydroxyestra-1,4-dien-3-one; p-quinol; potassium permanganate; sodium chlorite;
D O I：
10.1016/j.steroids.2006.04.002
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
An efficient one-pot procedure for the preparation of 10 beta,17 beta-dihydroxyestra-1,4-dien-3-one (p-quinol, 1, 75%) is reported, involving oxidation of 17 beta-estradiol with potassium permanganate. Similar treatment of 17 beta-estradiol with sodium chlorite led to 10 beta-chloro-17 beta-hydroxyestra-1,4-dien-3-one (2) in 44% yield along with smaller amounts 4-chloro-10 beta,17 beta-dihydroxyestra-1,4-dien-3-one (3), 2, 10 beta-dichloro-17 beta-hydroxyestra-1,4-dien-3-one (4), and 4,10 beta-dichloro-17 beta-hydroxyestra-1,4-dien-3-one (5). (c) 2006 Elsevier Inc. All rights reserved.
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页码：670 / 673
页数：4
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