Etienic etienate as synthon for the synthesis of steroid oligoester gelators |
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| Authors: | Drasar Pavel Budesínský Milos Reschel Miroslav Pouzar Vladimír Cerný Ivan |
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| Affiliation: | Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo ndm. 2, CZ-166 10 Prague 6, Czech Republic. pavel.drasar@vscht.cz |
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| Abstract: | Linear oligoesters based on etienic acid (3beta-hydroxyandrost-5-ene-17beta-carboxylic acid) containing four steroid units were prepared using a 2+2 synthetic strategy in a successful synthesis of 3beta-{[3beta-({3beta-[(3beta-hydroxyandrost-5-ene-17beta-carbonyl)oxy]androst-5-ene-17beta-carbonyl}oxy)androst-5-ene-17beta-carbonyl]oxy}androst-5-ene-17beta-carboxylic acid. The main problems with deprotection were overcome by using orthogonal groups as O-nitrates and 2-(trimethylsilyl)ethyl ethers. |
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| Keywords: | Oligomers Etienyl etienate Gelators NMR spectroscopy Steroid tetramer Orthogonal protecting Molecular ribbon |
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