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.
Practical one-pot conversion of 17b -estradiol to 10 b -hydroxy- (p-quinol) and 10 b -chloro-17 b -hydroxyestra-1,4-dien-3-one / L., Lista; Manini, Paola; Napolitano, Alessandra; Pezzella, Alessandro; D'Ischia, Marco. - In: STEROIDS. - ISSN 0039-128X. - STAMPA. - 71:8(2006), pp. 670-673. [10.1016/j.steroids.2006.04.002]
Practical one-pot conversion of 17b -estradiol to 10 b -hydroxy- (p-quinol) and 10 b -chloro-17 b -hydroxyestra-1,4-dien-3-one.
MANINI, PAOLA;NAPOLITANO, ALESSANDRA;PEZZELLA, ALESSANDRO;D'ISCHIA, MARCO
2006
Abstract
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
