APPLICATION OF THE ARBUZOV REACTION FOR THE SYNTHESIS OF PHOSPHONATE ANALOGS OF MYOINOSITOL 1,2-BISTRISPHOSPHATE AND 1,2,6-TRISPHOSPHATE AND METHYL ALPHA-D-MANNOPYRANOSIDE 2,3,4-TRISPHOSPHATE

Citation
G. Salamonczyk et al., APPLICATION OF THE ARBUZOV REACTION FOR THE SYNTHESIS OF PHOSPHONATE ANALOGS OF MYOINOSITOL 1,2-BISTRISPHOSPHATE AND 1,2,6-TRISPHOSPHATE AND METHYL ALPHA-D-MANNOPYRANOSIDE 2,3,4-TRISPHOSPHATE, Tetrahedron letters, 38(4), 1997, pp. 647-650
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
4
Year of publication
1997
Pages
647 - 650
Database
ISI
SICI code
0040-4039(1997)38:4<647:AOTARF>2.0.ZU;2-A
Abstract
The reaction of perbenzylated (+/-)-myo-inositol 1,2-bis- and 1,2,6-tr is-phosphites with benzyl bromoacetate, followed by catalytic (Pd/C) h ydrogenolysis affords (+/-)-myo-inositol 1,2-bis- and 1,2,6-tris(carbo xymethylphosphonate). The same procedure is used for the synthesis met hyl alpha-D-mannopyranoside 2,3,4-tris(carboxymethylphosphonate). (C) 1997, Published by Elsevier Science Ltd. All rights reserved.