Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids

Xue Sun; Toshitsugu Kai; Makoto Tanaka; Hiroaki Takayanagi; Kimio Furuhata

doi:10.1248/cpb.43.1654

Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids

Xue Sun
, Toshitsugu Kai
, Makoto Tanaka
, Hiroaki Takayanagi
, Kimio Furuhata

Chemistry

Kitasato University

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

12 Scopus citations

Abstract

The title compounds were synthesized from 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (5, KDN) by a new method which is similar to the Ritter reaction. The structures of these compounds were elucidated from the MS, elemental analysis, 1H-NMR and 13C-NMR data, and the stereochemistry of methyl (13) was determined by X-ray crystallographic analysis. © 1995, The Pharmaceutical Society of Japan. All rights reserved.

Original language	English
Pages (from-to)	1654-1658
Number of pages	5
Journal	Chemical and Pharmaceutical Bulletin
Volume	43
Issue number	10
DOIs	https://doi.org/10.1248/cpb.43.1654
State	Published - Jan 1 1995

Keywords

acetonitrile
acid
KDN
Ritter reaction
sialic acid
sialidase inhibitor

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title = "Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids",

abstract = "The title compounds were synthesized from 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (5, KDN) by a new method which is similar to the Ritter reaction. The structures of these compounds were elucidated from the MS, elemental analysis, 1H-NMR and 13C-NMR data, and the stereochemistry of methyl (13) was determined by X-ray crystallographic analysis. {\textcopyright} 1995, The Pharmaceutical Society of Japan. All rights reserved.",

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author = "Xue Sun and Toshitsugu Kai and Makoto Tanaka and Hiroaki Takayanagi and Kimio Furuhata",

year = "1995",

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doi = "10.1248/cpb.43.1654",

language = "English",

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TY - JOUR

T1 - Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids

AU - Sun, Xue

AU - Kai, Toshitsugu

AU - Tanaka, Makoto

AU - Takayanagi, Hiroaki

AU - Furuhata, Kimio

PY - 1995/1/1

Y1 - 1995/1/1

N2 - The title compounds were synthesized from 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (5, KDN) by a new method which is similar to the Ritter reaction. The structures of these compounds were elucidated from the MS, elemental analysis, 1H-NMR and 13C-NMR data, and the stereochemistry of methyl (13) was determined by X-ray crystallographic analysis. © 1995, The Pharmaceutical Society of Japan. All rights reserved.

AB - The title compounds were synthesized from 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (5, KDN) by a new method which is similar to the Ritter reaction. The structures of these compounds were elucidated from the MS, elemental analysis, 1H-NMR and 13C-NMR data, and the stereochemistry of methyl (13) was determined by X-ray crystallographic analysis. © 1995, The Pharmaceutical Society of Japan. All rights reserved.

KW - acetonitrile

KW - acid

KW - KDN

KW - Ritter reaction

KW - sialic acid

KW - sialidase inhibitor

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DO - 10.1248/cpb.43.1654

M3 - Article

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VL - 43

SP - 1654

EP - 1658

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

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ER -

Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids

Abstract

Keywords

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