A simplified procedure for the preparation of 2,3-O-isopropylidene-sn-glycerol from L-arabinose.

A new procedure for the preparation of 2,3-O-isopropylidene-sn-glycerol is described. L-arabinose is converted to its 4,5-monoisopropylidene diethyl mercaptal derivative. This compound is then subjected to periodate oxidation and borohydride reduction. Following neutralization, the aceton-glycerol i...

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Bibliographic Details
Main Authors: P Kanda, M A Wells
Format: Article
Language:English
Published: Elsevier 1980-02-01
Series:Journal of Lipid Research
Online Access:http://www.sciencedirect.com/science/article/pii/S0022227520398321
Description
Summary:A new procedure for the preparation of 2,3-O-isopropylidene-sn-glycerol is described. L-arabinose is converted to its 4,5-monoisopropylidene diethyl mercaptal derivative. This compound is then subjected to periodate oxidation and borohydride reduction. Following neutralization, the aceton-glycerol is extracted from the aqueous solution into chloroform. Evaporation of the chloroform and subsequent distillation yielded pure 2,3-O-isopropylidene-sn-glycerol ([alpha]D22 = -14.5 degrees (in substance)) in an overall yield of 15-25%.
ISSN:0022-2275