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Synthesis of 6-amino-6-14 C-hexyl 1-thio-α-D-mannopyranoside

✍ Scribed by Philippe L. Durette; Robert L. Ellsworth; T. Y. Shen

Publisher
John Wiley and Sons
Year
1980
Tongue
French
Weight
237 KB
Volume
17
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The radiolabeled insulin‐like carbohydrate derivative, 6‐amino‐6‐^14^C‐hexyl 1‐thio‐α‐D‐mannopyranoside (6), has been synthesized for receptor binding and mechanism‐of‐action studies by a two‐step process from 5‐bromopentyl 1‐thio‐α‐D‐mannopyranoside (4). Nucleophilic displacement reaction on compound 4 with sodium cyanide‐^14^C and subsequent catalytic reduction of the intermediate nitrile 5 afforded after chromatography the radiochemically pure amine 6 with a specific activity of 47·3 mCi/mmol.

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