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Application of the arbuzov reaction for the synthesis of phosphonate analogues of myo-inositol 1,2-bis- and 1,2,6-trisphosphates and methyl α-D-mannopyranoside 2,3,4-trisphosphate

Salamończyk, Grzegorz ; Rehnberg, Nicola LU orcid ; Krawiecka, Bożena and Michalski, Jan (1997) In Tetrahedron Letters 38(4). p.647-650
Abstract

The reaction of perbenzylated (±)-myo-inositol 1,2-bis- and 1,2,6-tris-phosphites with benzyl bromoacetate, followed by catalytic (Pd/C) hydrogenolysis affords (±)-myo-inositol 1,2-bis- and 1,2,6-tris(carboxymethylphosphonate). The same procedure is used for the synthesis methyl α-D-mannopyranoside 2,3,4-tris(carboxymethylphosphonate).

Please use this url to cite or link to this publication:
author
; ; and
publishing date
type
Contribution to journal
publication status
published
subject
in
Tetrahedron Letters
volume
38
issue
4
pages
4 pages
publisher
Elsevier
external identifiers
  • scopus:0342601516
ISSN
0040-4039
DOI
10.1016/S0040-4039(96)02382-9
language
English
LU publication?
no
id
65b0cbd8-5ddf-40b2-958b-d0107d7c0766
date added to LUP
2021-11-11 12:56:28
date last changed
2025-10-14 11:58:59
@article{65b0cbd8-5ddf-40b2-958b-d0107d7c0766,
  abstract     = {{<p>The reaction of perbenzylated (±)-<i>myo</i>-inositol 1,2-bis- and 1,2,6-tris-phosphites with benzyl bromoacetate, followed by catalytic (Pd/C) hydrogenolysis affords (±)-<i>myo</i>-inositol 1,2-bis- and 1,2,6-tris(carboxymethylphosphonate). The same procedure is used for the synthesis methyl α-D-mannopyranoside 2,3,4-tris(carboxymethylphosphonate).</p>}},
  author       = {{Salamończyk, Grzegorz and Rehnberg, Nicola and Krawiecka, Bożena and Michalski, Jan}},
  issn         = {{0040-4039}},
  language     = {{eng}},
  month        = {{01}},
  number       = {{4}},
  pages        = {{647--650}},
  publisher    = {{Elsevier}},
  series       = {{Tetrahedron Letters}},
  title        = {{Application of the arbuzov reaction for the synthesis of phosphonate analogues of <i>myo</i>-inositol 1,2-bis- and 1,2,6-trisphosphates and methyl α-D-mannopyranoside 2,3,4-trisphosphate}},
  url          = {{http://dx.doi.org/10.1016/S0040-4039(96)02382-9}},
  doi          = {{10.1016/S0040-4039(96)02382-9}},
  volume       = {{38}},
  year         = {{1997}},
}