Volume 27, Issue 46
Natural Products
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ChemInform Abstract: Synthesis of a Tetrahydropyrano(2,3-d)oxazole Analogue of Trehazolin.

M. SHIOZAKI

M. SHIOZAKI

Explor. Chem. Res. Lab., Sankyo Co., Ltd., Shinagawa, Tokyo 140, Japan

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T. MOCHIZUKI

T. MOCHIZUKI

Explor. Chem. Res. Lab., Sankyo Co., Ltd., Shinagawa, Tokyo 140, Japan

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H. HANZAWA

H. HANZAWA

Explor. Chem. Res. Lab., Sankyo Co., Ltd., Shinagawa, Tokyo 140, Japan

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H. HARUYAMA

H. HARUYAMA

Explor. Chem. Res. Lab., Sankyo Co., Ltd., Shinagawa, Tokyo 140, Japan

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First published: November 12, 1996

Abstract

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ChemInform Abstract

The title compound (VI) is synthesized as an analogue of the glycosidase inhibitor trehazolin (X) starting from the bis(β-D- glucopyranosyl)thiourea (IV). In contrast, the same reaction sequence starting from the corresponding bis(α-D-glucopyranosyl)thiourea leads to the furo(2,3-d)oxazole (IX). Both substances are inactive toward various glycosidases.

chemical structure image

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