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Synthesis of monoacid 2,3-diacyl-sn-glycerols via 1,6-ditrityl-d-mannitol

✍ Scribed by J.A. Virtanen; J.R. Brotherus; O. Renkonen; M. Kates

Book ID: 103036983
Publisher: Elsevier Science
Year: 1980
Tongue: English
Weight: 329 KB
Volume: 27
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(80)90034-1

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✦ Synopsis

Stereochemically pure 2,3-dipalmitoyl-sn-glycerot and 2,3-dioleoyl-sn-glycerol were prepared in an overall yield of 20% by a new and facile method starting from D-mannitol. The synthetic intermediates were 1,6-ditrityl.D-mannitol (1), 1-trityl-sn-glycerol (2), and I -trityl-2,3-diacyl-snglycerol (3). The key reaction was the oxidation of 1 with lead tetraacetate followed by reduction with sodium borohydtide. The product (2) was readily separated from the only byproduct, t ritylethylenegly col.

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