Homologation of 1-(Benzyloxymethyl)-1H-tetrazole via Lithiation

Yoshitaka Satoh; John Moliterni

doi:10.1055/s-1998-1708

Synlett 1998; 1998(5): 528-530
DOI: 10.1055/s-1998-1708

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Homologation of 1-(Benzyloxymethyl)-1H-tetrazole via Lithiation

Yoshitaka Satoh^* , John Moliterni

^*Metabolic and Cardiovascular Diseases Research, Novartis Pharmaceuticals Corporation, 556 Morris Avenue, Summit, New Jersey 07901, U.S.A.

Abstract

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Lithiation of 1-(Benzyloxymethyl)-1H-tetrazole, prepared by alkylation of 1H-tetrazole with benzyl chloromethyl ether, followed by treatment with a variety of electrophiles afforded its homologation products. Hydrogenation or acid hydrolysis gave the corresponding free tetrazoles.

1-(benzyloxymethyl)-1H-tetrazole - BOM - 5-lithiotetrazole - 5-(hydroxyalkyl)tetrazole - deprotection

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