Volume 18, Issue 35
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ChemInform Abstract: A Method for the Preparation of Stereochemically Defined ψ(CH2O) Pseudodipeptides.

R. E. TENBRINK

R. E. TENBRINK

Cardiovasc. Dis. Res., Upjohn Co., Kalamazoo, MI 49001, USA

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First published: September 1, 1987

Abstract

The silyl derivative (Ib) of L-leucinol (Ia) is coupled with the (R)-bromocarboxylic acids (IIa) and (IIb) to give the amides (III) which are cyclized by treatment with sodium hydride.

ChemInform Abstract

The silyl derivative (Ib) of L-leucinol (Ia) is coupled with the (R)-bromocarboxylic acids (IIa) and (IIb) to give the amides (III) which are cyclized by treatment with sodium hydride. The resulting oxazinones (IV) are hydrolyzed and N-protected to yield the pseudodipeptides (V). The pseudoprolinedipeptide (VIII) is obtained by an analogous reaction sequence.

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