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ChemInform Abstract: A Solution-Phase Combinatorial Parallel Synthesis of 3β-Amido-3α-hydroxy-5α-androstane-17-ones.

✍ Scribed by R. MALTAIS; D. POIRIER

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199833234

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✦ Synopsis

A Solution-Phase Combinatorial Parallel Synthesis of 3β-Amido-3α-hydroxy-5α-androstane-17-ones.

-A two-level library of title compounds (IV) is prepared via reaction of oxirane (I) with 4 primary amines followed by treatment of each set with 4 aliphatic acyl chlorides. The purities of the products after usual work-up are high (85-98%) with exception of the benzoyl derivatives [cf. (IVc)]. A remarkable increase in purity (86-96%) is observed when a complementary amino resin is used to remove unreacted Ph-CO-Cl responsible for benzoic acid by-products.

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