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Synthesis, and x-ray structural analysis, of 1,2,3,4-tetra-O-acetyl-5,6-dideoxy-5-C-[(S)-phenylphosphinyl]-α- and -β-l-idopyranose

Authors :
Peter Luger
Saburo Inokawa
Keizo Yamamoto
Hiroshi Yamamoto
Heizan Kawamoto
Mitsuji Yamashita
Source :
Carbohydrate Research. 106:31-42
Publication Year :
1982
Publisher :
Elsevier BV, 1982.

Abstract

The title compounds and two diastereoisomers were prepared from (5 RS )-3- O -benzyl-5,6-dideoxy-5- C -[( RS )-(ethoxy)phenylphosphinyl]-1,2- O -isopropylidene-α- d - xylo -hexofuranoses upon reduction with sodium dihydrobis(2-methoxyethoxy)-aluminate, followed by hydrolysis with mineral acid, and acetylation with acetic anhydride-pyridine. Among these products, the two readily crystallized compounds were determined by X-ray crystallographic analysis to be 1,2,3,4-tetra- O -acetyl-5,6-dideoxy-5- C -[( S )-phenylphosphinyl]-α- and -β- l -idopyranose- 4 C 1 .

Details

ISSN :
00086215
Volume :
106
Database :
OpenAIRE
Journal :
Carbohydrate Research
Accession number :
edsair.doi...........700a40dd949e07c3c1175ca6a1f0b68c
Full Text :
https://doi.org/10.1016/s0008-6215(00)80730-2