Epimerization of Aldoses Catalyzed by Dioxobis(2,4-pentanedionato-O,O′)-molybdenum (VI). An Improved Procedure for C-2 Epimer Preparation

Yoshihiro Abe; Takehisa Kunieda; Takeo Takizawa

doi:10.1248/cpb.28.1324

Epimerization of Aldoses Catalyzed by Dioxobis(2,4-pentanedionato-O,O′)-molybdenum (VI). An Improved Procedure for C-2 Epimer Preparation

Yoshihiro Abe
, Takehisa Kunieda
, Takeo Takizawa

School of Pharmacy

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

28 Citations (Scopus)

Abstract

Epimerization of aldo-hexoses and -pentoses to the corresponding C-2 epimers Proceeds more rapidly when catalyzed by dioxobis(2,4-pentanedionato-O,O′)molybdenum (VI) in N,N-dimethylformamide than in the reported reaction with aqueous molybdic acid. Thus, on treatment at 50° for 5 hr, d-glucose or d-mannose gave an equilibrium mixture of d-glucose and d-mannose in a ratio of 55: 45.

Original language	English
Pages (from-to)	1324-1326
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	28
Issue number	4
DOIs	https://doi.org/10.1248/cpb.28.1324
Publication status	Published - 1980

Keywords

d-glucose
d-mannose
dioxobis-(2,4-pentanedionato-O,O′)molybedenum (VI)
epimer
epimerization
l-arabinose
l-ribose

ASJC Scopus subject areas

General Chemistry
Drug Discovery

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Cite this

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title = "Epimerization of Aldoses Catalyzed by Dioxobis(2,4-pentanedionato-O,O′)-molybdenum (VI). An Improved Procedure for C-2 Epimer Preparation",

abstract = "Epimerization of aldo-hexoses and -pentoses to the corresponding C-2 epimers Proceeds more rapidly when catalyzed by dioxobis(2,4-pentanedionato-O,O′)molybdenum (VI) in N,N-dimethylformamide than in the reported reaction with aqueous molybdic acid. Thus, on treatment at 50° for 5 hr, d-glucose or d-mannose gave an equilibrium mixture of d-glucose and d-mannose in a ratio of 55: 45.",

keywords = "d-glucose, d-mannose, dioxobis-(2,4-pentanedionato-O,O′)molybedenum (VI), epimer, epimerization, l-arabinose, l-ribose",

author = "Yoshihiro Abe and Takehisa Kunieda and Takeo Takizawa",

year = "1980",

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language = "English",

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T1 - Epimerization of Aldoses Catalyzed by Dioxobis(2,4-pentanedionato-O,O′)-molybdenum (VI). An Improved Procedure for C-2 Epimer Preparation

AU - Abe, Yoshihiro

AU - Kunieda, Takehisa

AU - Takizawa, Takeo

PY - 1980

Y1 - 1980

N2 - Epimerization of aldo-hexoses and -pentoses to the corresponding C-2 epimers Proceeds more rapidly when catalyzed by dioxobis(2,4-pentanedionato-O,O′)molybdenum (VI) in N,N-dimethylformamide than in the reported reaction with aqueous molybdic acid. Thus, on treatment at 50° for 5 hr, d-glucose or d-mannose gave an equilibrium mixture of d-glucose and d-mannose in a ratio of 55: 45.

AB - Epimerization of aldo-hexoses and -pentoses to the corresponding C-2 epimers Proceeds more rapidly when catalyzed by dioxobis(2,4-pentanedionato-O,O′)molybdenum (VI) in N,N-dimethylformamide than in the reported reaction with aqueous molybdic acid. Thus, on treatment at 50° for 5 hr, d-glucose or d-mannose gave an equilibrium mixture of d-glucose and d-mannose in a ratio of 55: 45.

KW - d-glucose

KW - d-mannose

KW - dioxobis-(2,4-pentanedionato-O,O′)molybedenum (VI)

KW - epimer

KW - epimerization

KW - l-arabinose

KW - l-ribose

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U2 - 10.1248/cpb.28.1324

DO - 10.1248/cpb.28.1324

M3 - Article

AN - SCOPUS:85011247445

SN - 0009-2363

VL - 28

SP - 1324

EP - 1326

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

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ER -

Epimerization of Aldoses Catalyzed by Dioxobis(2,4-pentanedionato-O,O′)-molybdenum (VI). An Improved Procedure for C-2 Epimer Preparation

Abstract

Keywords

ASJC Scopus subject areas

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