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
✍ Scribed by Grzegorz Salamoríczyk; Nicola Rehnberg; Bożena Krawiecka; Jan Michalski
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 189 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Application of the Arbuzov Reaction for the Synthesis of Phosphonate Analogues
ofMyo-inositol
and
-trisphosphates and Methyl ¢x-D-mannopyranoside 2,3,4-trisphosphate • a . b , . a . a
📜 SIMILAR VOLUMES
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 cons
Partial benzoylation of the 3,4-dibenzyl ethers of D- and L-chiro-inositol provided the 1,2,5-tri-O-benzoyl-3,4-di-O-benzyl-chiro-inositols. Inversion of the free axial hydroxyl group gave a mixture of chiral 1,3,4- and 1,2,4-tri-O-benzoyl-5,6-di-O-benzyl-myo-inositols [W. Tegge and C. E. Ballou, Pr
t\_-Quebrachitol was O-demethylated to give lt\_-chiro-inositol which, on treatment with dibutyltin oxide, benzyl chloride, and tetrabutylammonium iodide in acetonitrile, gave mainly crystalline lo-2,3,5tri-0-benzyl-chiro-inositol (Sal together with lt\_-2,3,5,6-tetra-0-benzyl-chiro-inositol. Catal