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Title:
PRODUCTION METHOD OF SUGAR DERIVATIVE, AND NOVEL SUGAR DERIVATIVE
Document Type and Number:
Japanese Patent JP2018021001
Kind Code:
A
Abstract:
【課題】新規な糖誘導体を簡便で確実に調製することができる新規な糖誘導体の製造方法、及びこの製造方法により製造することができる新規な糖誘導体を提供する。【解決手段】ピラノシドオキサゾリン誘導体と、RaNH2[式中、Raは、結合末端にカルボニル基を有さない一価の有機基である。]で表される1級アミンと、を反応させ、糖イミダゾリン誘導体又は糖イミダゾール誘導体を合成する糖誘導体の製造方法、及びこの製造方法により製造することができる新規な糖誘導体を提供する。【選択図】なし

Inventors:
KINOSHITA TAKASHI
SUDA MINORU
SUMIYOSHI WATARU
OHARA AYAKA
ONO SACHIKO
Application Number:
JP2016216014A
Publication Date:
February 08, 2018
Filing Date:
November 04, 2016
Export Citation:
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Assignee:
FUSHIMI PHARM CO LTD
International Classes:
C07H9/06; C07D233/22; C07D233/32; C07H1/00; C08B37/00
Domestic Patent References:
JPH0759587A1995-03-07
JP2008173033A2008-07-31
JPH11246588A1999-09-14
JPH0759587A1995-03-07
JP2008173033A2008-07-31
JPH11246588A1999-09-14
Foreign References:
WO2008111526A12008-09-18
WO2005010053A12005-02-03
WO2008111526A12008-09-18
WO2005010053A12005-02-03
Other References:
HIRANO, S. ET AL.: "Formation of a common imidazole derivative from several 2-acetamido-2-deoxy-N-p-tolyl-β-D-glycosyla", CARBOHYDRATE RESEARCH, vol. 59(1), JPN6018010060, 1977, pages pp. 244-247
HIRANO, S. ET AL.: "A novel imidazole derivative from 2-acetamido-2-deoxy-N-p-tolyl-β-D-glucopyranosylamine", CARBOHYDRATE RESEARCH, vol. 43(2), JPN6018010061, 1975, pages pp. 377-379
MAZA, S. ET AL.: "Synthesis of the First Selenium-Containing Acyclic Nucleosides and Anomeric Spironucleosides from Ca", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. (30), JPN6018010063, 2009, pages pp. 5239-5246
STREITH, J. ET AL.: "The Synthesis of Imidazole Sugars Which Mimic Cyclic Carboxonium Ions Formed During the Glycosidase-", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. (4), JPN6018010065, 1999, pages pp. 893-898
DEREDAS, D. ET AL.: "Synthesis of D-erythrofuranosyl C-nucleosides of imidazole from 4(5)-(D-arabino-tetritol-1-yl)imidaz", CARBOHYDRATE RESEARCH, vol. 252, JPN6018010066, 1994, pages pp. 275-281
FERNANDEZ-BOLANOS, J. ET AL.: "Imidazole surfactants. II. Synthesis of 1-alkyl-4-D-lyxo-tetrahydroxybutyl-1H-imidazoles", GRASAS Y ACEITES, vol. 41(1), JPN6018010068, 1990, pages pp. 1-5
RUIZ CONTRERAS, R. ET AL.: "Imidazole surfactants. IV. Synthesis of 3-(1-alkyl-1H-imidazol-4-yl)-2-propenoic acids", GRASAS Y ACEITES, vol. 41(4-5), JPN6018010070, 1990, pages pp. 332-335
FERNANDEZ-BOLANOS, J. ET AL.: "Glucimidazoles. V. 1-n-Alkyl-4-D-arabino-tetrahydroxybutyl-1H-imidazoles", ANALES DE QUIMICA, SERIE C: QUIMICA ORGANICA Y BIOQUIMICA, vol. 80(2), JPN6018010072, 1984, pages pp. 195-197
FERNANDEZ-BOLANOS, J. ET AL.: "Glycoimidazoles. I. 4-D-Arabino-tetrahydroxybutylimidazoles", ANALES DE QUIMICA, vol. 64(2), JPN6018010073, 1968, pages pp. 203-208
HUBER, G. ET AL.: "Imidazole derivatives from 1-amino-1-deoxy-D-fructose", HELVETICA CHIMICA ACTA, vol. 43, JPN6018010075, 1960, pages pp. 1787-1795
HIRANO, S. ET AL.: "Formation of a common imidazole derivative from several 2-acetamido-2-deoxy-N-p-tolyl-β-D-glycosyla", CARBOHYDRATE RESEARCH, vol. 59(1), JPN6018010060, 1977, pages pp. 244-247
HIRANO, S. ET AL.: "A novel imidazole derivative from 2-acetamido-2-deoxy-N-p-tolyl-β-D-glucopyranosylamine", CARBOHYDRATE RESEARCH, vol. 43(2), JPN6018010061, 1975, pages pp. 377-379
MAZA, S. ET AL.: "Synthesis of the First Selenium-Containing Acyclic Nucleosides and Anomeric Spironucleosides from Ca", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. (30), JPN6018010063, 2009, pages pp. 5239-5246
STREITH, J. ET AL.: "The Synthesis of Imidazole Sugars Which Mimic Cyclic Carboxonium Ions Formed During the Glycosidase-", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. (4), JPN6018010065, 1999, pages pp. 893-898
DEREDAS, D. ET AL.: "Synthesis of D-erythrofuranosyl C-nucleosides of imidazole from 4(5)-(D-arabino-tetritol-1-yl)imidaz", CARBOHYDRATE RESEARCH, vol. 252, JPN6018010066, 1994, pages pp. 275-281
FERNANDEZ-BOLANOS, J. ET AL.: "Imidazole surfactants. II. Synthesis of 1-alkyl-4-D-lyxo-tetrahydroxybutyl-1H-imidazoles", GRASAS Y ACEITES, vol. 41(1), JPN6018010068, 1990, pages pp. 1-5
RUIZ CONTRERAS, R. ET AL.: "Imidazole surfactants. IV. Synthesis of 3-(1-alkyl-1H-imidazol-4-yl)-2-propenoic acids", GRASAS Y ACEITES, vol. 41(4-5), JPN6018010070, 1990, pages pp. 332-335
FERNANDEZ-BOLANOS, J. ET AL.: "Glucimidazoles. V. 1-n-Alkyl-4-D-arabino-tetrahydroxybutyl-1H-imidazoles", ANALES DE QUIMICA, SERIE C: QUIMICA ORGANICA Y BIOQUIMICA, vol. 80(2), JPN6018010072, 1984, pages pp. 195-197
FERNANDEZ-BOLANOS, J. ET AL.: "Glycoimidazoles. I. 4-D-Arabino-tetrahydroxybutylimidazoles", ANALES DE QUIMICA, vol. 64(2), JPN6018010073, 1968, pages pp. 203-208
HUBER, G. ET AL.: "Imidazole derivatives from 1-amino-1-deoxy-D-fructose", HELVETICA CHIMICA ACTA, vol. 43, JPN6018010075, 1960, pages pp. 1787-1795
UMEKAWA, M. ET AL.: "Efficient transfer of sialo-oligosaccharide onto proteins by combined use of a glycosynthase-like mu", BIOCHIMICA ET BIOPHYSICA ACTA, vol. 1800(11), JPN6018010077, 2010, pages pp. 1203-1209
NOGUCHI, M. ET AL.: "A Practical One-Step Synthesis of 1,2-Oxazoline Derivatives from Unprotected Sugars and Its Applicat", HELVETICA CHIMICA ACTA, vol. 95(10), JPN6018010079, 2012, pages pp. 1928-1936
UMEKAWA, M. ET AL.: "Efficient transfer of sialo-oligosaccharide onto proteins by combined use of a glycosynthase-like mu", BIOCHIMICA ET BIOPHYSICA ACTA, vol. 1800(11), JPN6018010077, 2010, pages pp. 1203-1209
NOGUCHI, M. ET AL.: "A Practical One-Step Synthesis of 1,2-Oxazoline Derivatives from Unprotected Sugars and Its Applicat", HELVETICA CHIMICA ACTA, vol. 95(10), JPN6018010079, 2012, pages pp. 1928-1936
Attorney, Agent or Firm:
神野 直美
上代 哲司