Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-D- erythro-pentopyranoses

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

doi:10.1016/S0008-6215(02)00397-X

Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-D- erythro-pentopyranoses

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

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

¹H NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the α and β configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-α- and β-D-erythro-pentopyranoses. The conformation of the title compounds was determined by ¹H NMR as ¹C₄ in CDCl₃ and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis.

Original language	English
Pages (from-to)	283-291
Number of pages	9
Journal	Carbohydrate Research
Volume	338
Issue number	3
DOIs	https://doi.org/10.1016/S0008-6215(02)00397-X
Publication status	Published - Jan 31 2003

Keywords

C conformation
NMR
Phospha sugar
X-ray

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Organic Chemistry

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10.1016/S0008-6215(02)00397-X

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title = "Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-D- erythro-pentopyranoses",

abstract = "1H NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the α and β configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-α- and β-D-erythro-pentopyranoses. The conformation of the title compounds was determined by 1H NMR as 1C4 in CDCl3 and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis.",

keywords = "C conformation, NMR, Phospha sugar, X-ray",

author = "Tatsuo Oshikawa and Kuniaki Seo and Mitsuji Yamashita and Tadashi Hanaya and Yoshihiro Hamauzu and Hiroshi Yamamoto",

year = "2003",

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doi = "10.1016/S0008-6215(02)00397-X",

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T1 - Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-D- erythro-pentopyranoses

AU - Oshikawa, Tatsuo

AU - Seo, Kuniaki

AU - Yamashita, Mitsuji

AU - Hanaya, Tadashi

AU - Hamauzu, Yoshihiro

AU - Yamamoto, Hiroshi

PY - 2003/1/31

Y1 - 2003/1/31

N2 - 1H NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the α and β configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-α- and β-D-erythro-pentopyranoses. The conformation of the title compounds was determined by 1H NMR as 1C4 in CDCl3 and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis.

AB - 1H NMR spectroscopy of phosphorus containing hetero sugars (phospha sugars), revealed the α and β configurations and chair conformations for 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-α- and β-D-erythro-pentopyranoses. The conformation of the title compounds was determined by 1H NMR as 1C4 in CDCl3 and the conformation was in accord with that in solid state determined by X-ray crystallographic analysis.

KW - C conformation

KW - NMR

KW - Phospha sugar

KW - X-ray

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DO - 10.1016/S0008-6215(02)00397-X

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AN - SCOPUS:0037474013

SN - 0008-6215

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JO - Carbohydrate Research

JF - Carbohydrate Research

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ER -

Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-D- erythro-pentopyranoses

Abstract

Keywords

ASJC Scopus subject areas

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