Volume 18, Issue 24
Heterocyclic Compounds
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ChemInform Abstract: Methoxide-Catalyzed Rearrangement of Methyl (S)-Dihydroorotate to Methyl Hydantoin-5-acetate.

L. D. III KEYS

L. D. III KEYS

Dep. Chem. Biochem. Mol. Biol., Searle Chem. Lab., Univ., Chicago, IL 60637, USA

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K. FOLTING

K. FOLTING

Dep. Chem. Biochem. Mol. Biol., Searle Chem. Lab., Univ., Chicago, IL 60637, USA

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W. E. STREIB

W. E. STREIB

Dep. Chem. Biochem. Mol. Biol., Searle Chem. Lab., Univ., Chicago, IL 60637, USA

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M. JOHNSTON

M. JOHNSTON

Dep. Chem. Biochem. Mol. Biol., Searle Chem. Lab., Univ., Chicago, IL 60637, USA

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First published: June 16, 1987

Abstract

Methyl S-dihydroorotate (Ia) is consecutively converted to the racemic hydantoin-5-acetates (II).

ChemInform Abstract

Methyl S-dihydroorotate (Ia) is consecutively converted to the racemic hydantoin-5-acetates (II). Their structures are confirmed by X-ray analysis of (IIe). The reduction product obtained from (III) is shown to be (Ib) and not the isomeric hydantoin (IIc). (IR-, MS-, 1H-NMR-data).

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