Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Convenient Syntheses of 3-Deoxy-D-manno-2-octulosonic Acid (KDO) and 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN) Derivatives from D-Mannose
Ken-ichi SatoTomoyuki MiyataIkuo TanaiYasuchika Yonezawa
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1994 Volume 23 Issue 1 Pages 129-132

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Abstract

Horner-Wittig reactions of 4-O-benzyl-2,3:5,6-di-O-isopropylidene-D-mannose and 2,3,4,5,6,7-hexa-O-benzyl-6-D-glycero-2,3,4,5-D-galacto-heptose with methyl 2-benzyloxycarbonylamino-2-(diethoxyphosphoryl)acetate gave the corresponding α-dehydroamino acid derivatives in good yields, respectively. They were converted to methyl 3-deoxy-4,5:7,8-di-O-isopropylidene-α-D-manno-2-octulopyranosonate and methyl (methyl 3-deoxy-D-glycero-β-D-galacto-2-nonulopyranosid)onate via methyl α-oxoalkanoate derivatives.

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© 1994 The Chemical Society of Japan
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