Etienic etienate as synthon for the synthesis of steroid oligoester gelators

被引:8
作者
Drasar, P
Budesínsky, M
Reschel, M
Pouzar, V
Cerny, I
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CZ-16610 Prague, Czech Republic
[2] Inst Chem Technol, Dept Chem Nat Cpds, CZ-16628 Prague, Czech Republic
关键词
oligomers; etienyl etienate; gelators; NMR spectroscopy; steroid tetramer; orthogonal protecting; molecular ribbon;
D O I
10.1016/j.steroids.2005.02.021
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
Linear oligoesters based on etienic acid (3 beta-hydroxyandrost-5-ene-17 beta-carboxylic acid) containing four steroid units were prepared using a 2+2 synthetic strategy in a successful synthesis of 3 beta-{[3 beta-({3 beta-[(3 beta-hydroxyandrost-5-ene-17 beta-carbonyl)oxy]androst-5-ene-17 beta-carbonyl}oxy)androst-5-ene-17 beta-carbonyl]oxy}androst-5-ene-17 beta-carboxylic acid. The main problems with deprotection were overcome by using orthogonal groups as O-nitrates and 2-(trimethylsilyl)ethyl ethers. (c) 2005 Elsevier Inc. All rights reserved.
引用
收藏
页码:615 / 625
页数:11
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