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Bioorg Med Chem Lett. 1999 Sep 6;9(17):2625-8.

Asymmetric synthesis of novel quaternary alpha-hydroxy-delta-lactam dipeptide surrogates.

Author information

1
Department of Medicinal Chemistry, Corvas International, Inc., San Diego, CA 92121, USA.

Abstract

Application of the Sharpless AD protocol to a series of alpha-(E)-benzylidene-delta-lactam precursors followed by selective deoxygenation provided efficient synthetic routes to the chiral quaternary alpha-hydroxy-gammalactam derivatives 4 and 5. These functionalized intermediates and the diol precursors 3 are regarded as novel types of D-Phe-Pro dipeptide surrogates that are useful as enzyme active site probes.

PMID:
10498222
DOI:
10.1016/s0960-894x(99)00448-5
[Indexed for MEDLINE]

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