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Synthesis of L-chiro-inositol-1,2,3-trisphosphate and -1,2,3,5-tetrakisphosphate by ferrier reaction of methyl α-D-mannopyranoside

✍ Scribed by Sung-Kee Chung; Seok-Ho Yu

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
252 KB
Volume
6
Category
Article
ISSN
0960-894X

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✦ Synopsis

The Ferrier rearrangement of a methyl a-D-mannopyranoside derivative (Sa), followed by a stereoselective reduction gave a L-ch/ro-inositol derivative (2), which was converted to L-chiro-inositol 1,2,3-trisphosphate (3) and L-chiro-inositol 1,2,3,5-tetrakisphosphate (4). Compounds 3 and 4 may be considered to be the C3position stereoisomers of D-rayo-inositol 1,2,6-trisphosphate (ct-trinositol) and Dmyo-inositol 1,3,4,5-tetrakisphosphate, respectively, and should be useful for the binding studies with their macromolecular counterparts.

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