Chemical Modification of Maltose. III. Selective p-Toluenesulfonylation of 1,6-Anhydro-4', 6'-O-benzylidene-β-maltose

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概要

• 論文の詳細を見る

• Selective tosylation of 1,6-anhydro-4', 6'-O-benzylidene-β-maltose (1) with 4.2 molar equivalents of tosyl chloride (TsCl) in pyridine at 0°yielded 5 tosylates, which were designated 2 to 6 in order of decreasing Rf value on thin-layer chromatography. After column chromatography on silica gel, compounds 2-6 were separated and identified as the 2,2', 3,3'-tetratosylate (2,2%), 2,2', 3-tritosylate (3,15%), 2,2', 3'-tritosylate (4,10%), 2,2'-ditosylate (5,67.7%), and 2'-monotosylate (6,1.7%), respectively. Selective tosylation of 5 with 8 molar equivalents of TsCl in pyridine at 0°afforded 2 (9.3%), 3 (17.3%), and 4 (24.7%), together with 5 (39.3%). Compound 5,the major product of the selective tosylation of 1,is a valuable intermediate in the chemical modification of maltose.

• 社団法人日本薬学会の論文
• 1981-01-25

著者

• 森 雅美

  金城学院大学薬学部

• 森 雅美

  名古屋市立大学看護学部(生化学)

• 森 雅美

  愛知きわみ看護短期大学

• 手島 節三

  名古屋市立大学薬学部

• 手島 節三

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 手島 節三

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 森 雅美

  Faculty of Pharmaceutical Sciences, Nagoya City University

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