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ChemInform Abstract: Short Synthesis of the Unusual Amino Acid of Cyclosporine (4R)-4-((E)- 2-Butenyl)-4,N-dimethyl-L-threonine (MeBmt).
First published: August 30, 1994
Abstract
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ChemInform Abstract
A short, useful and general method for the synthesis of γ- dialkyl-branched, syn-β-hydroxy-α-amino acids such as the unusual title C-9 amino acid (VII) is given. Crucial steps in the facile sequence are the Sharpless epoxidation of enantiomerically pure γ-alkynyl-substituted allylic alcohols and the stereocontrolled epoxide opening with Me-NH2.
