Synthesis and structure analyses of 1,2,4-tri-O-acetyl-3,5-di-deoxy-5-C- (isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses

Tatsuo Oshikawa, Kuniaki Seo, Mitsuji Yamashita, Tadashi Hanaya, Yoshihiro Hamauzu, Hiroshi Yamamoto

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

1H NMR spectroscopy for phosphorus containing hetero sugars (phospha sugars 9a-d and 17a-d) revealed the stereoisomeric configurations and the chair conformations for α - and β -1,2,4-tri-O-acetyl-3,5-di- deoxy-5-C-(isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses. The conformations of the title compounds were characterized as 4C 1 chair form in CDCl3 by 1H NMR (500 MHz), and the conformations were in accord with those in the solid state determined by X-ray crystallographic analyses.

Original languageEnglish
Pages (from-to)559-566
Number of pages8
JournalHeterocyclic Communications
Volume9
Issue number6
Publication statusPublished - 2003

Fingerprint

Conformations
Sugars
Phosphorus
Nuclear magnetic resonance spectroscopy
Nuclear magnetic resonance
X rays

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis and structure analyses of 1,2,4-tri-O-acetyl-3,5-di-deoxy-5-C- (isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses. / Oshikawa, Tatsuo; Seo, Kuniaki; Yamashita, Mitsuji; Hanaya, Tadashi; Hamauzu, Yoshihiro; Yamamoto, Hiroshi.

In: Heterocyclic Communications, Vol. 9, No. 6, 2003, p. 559-566.

Research output: Contribution to journalArticle

Oshikawa, Tatsuo ; Seo, Kuniaki ; Yamashita, Mitsuji ; Hanaya, Tadashi ; Hamauzu, Yoshihiro ; Yamamoto, Hiroshi. / Synthesis and structure analyses of 1,2,4-tri-O-acetyl-3,5-di-deoxy-5-C- (isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses. In: Heterocyclic Communications. 2003 ; Vol. 9, No. 6. pp. 559-566.
@article{eae26a5798dc4164a146eabc443bff75,
title = "Synthesis and structure analyses of 1,2,4-tri-O-acetyl-3,5-di-deoxy-5-C- (isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses",
abstract = "1H NMR spectroscopy for phosphorus containing hetero sugars (phospha sugars 9a-d and 17a-d) revealed the stereoisomeric configurations and the chair conformations for α - and β -1,2,4-tri-O-acetyl-3,5-di- deoxy-5-C-(isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses. The conformations of the title compounds were characterized as 4C 1 chair form in CDCl3 by 1H NMR (500 MHz), and the conformations were in accord with those in the solid state determined by X-ray crystallographic analyses.",
author = "Tatsuo Oshikawa and Kuniaki Seo and Mitsuji Yamashita and Tadashi Hanaya and Yoshihiro Hamauzu and Hiroshi Yamamoto",
year = "2003",
language = "English",
volume = "9",
pages = "559--566",
journal = "Heterocyclic Communications",
issn = "0793-0283",
publisher = "Walter de Gruyter GmbH & Co. KG",
number = "6",

}

TY - JOUR

T1 - Synthesis and structure analyses of 1,2,4-tri-O-acetyl-3,5-di-deoxy-5-C- (isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses

AU - Oshikawa, Tatsuo

AU - Seo, Kuniaki

AU - Yamashita, Mitsuji

AU - Hanaya, Tadashi

AU - Hamauzu, Yoshihiro

AU - Yamamoto, Hiroshi

PY - 2003

Y1 - 2003

N2 - 1H NMR spectroscopy for phosphorus containing hetero sugars (phospha sugars 9a-d and 17a-d) revealed the stereoisomeric configurations and the chair conformations for α - and β -1,2,4-tri-O-acetyl-3,5-di- deoxy-5-C-(isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses. The conformations of the title compounds were characterized as 4C 1 chair form in CDCl3 by 1H NMR (500 MHz), and the conformations were in accord with those in the solid state determined by X-ray crystallographic analyses.

AB - 1H NMR spectroscopy for phosphorus containing hetero sugars (phospha sugars 9a-d and 17a-d) revealed the stereoisomeric configurations and the chair conformations for α - and β -1,2,4-tri-O-acetyl-3,5-di- deoxy-5-C-(isopropyl- and phenyl-phosphinyl)-D-erythro-pentopyranoses. The conformations of the title compounds were characterized as 4C 1 chair form in CDCl3 by 1H NMR (500 MHz), and the conformations were in accord with those in the solid state determined by X-ray crystallographic analyses.

UR - http://www.scopus.com/inward/record.url?scp=1342285480&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=1342285480&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:1342285480

VL - 9

SP - 559

EP - 566

JO - Heterocyclic Communications

JF - Heterocyclic Communications

SN - 0793-0283

IS - 6

ER -