The Reaction of S-Aminomethylthiamine with Acid Anhydride : The Synthesis of O, S-Bis (α-aminoacyl) thiamine
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概要
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It was found that the reaction of S-aminomethylthiamine (II) with acid anhydride afforded the corresponding S-acylthiamine (III) or, O, S-diacylthiamine (IV). Furthermore the reaction of II with anhydrides (VII, IX, XII) of N-benzyloxycarbonyl-or N-t-butyloxycarbonyl-L-amino acid in tetrahydrofuran at -5-5° gave successfully the novel thiamine compounds with amino acid residues : O, S-bis (α-N-benzyloxycarbonyl-aminoacyl) thiamine (VIII) or O, S-bis (α-N-t-butyloxycarbonylaminoacyl) thiamine (X). O, S-Bis (α-aminoacyl) thiamine trihydrochloride (XI・3HCl) was obtained in good yield by the treatment of X with hydrogen chloride in ethyl acetate at -10°. Thiamine activities of VIII・HCl and XI・3HCl in thiamine deficient rats were similar to those of equimolar thiamine chloride hydrochloride (I-Cl・HCl).
- 1976-05-25
著者
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米田 直人
Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd.
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米田 直人
Research Laboratory Of Applied Biochemistry Tanabe Seiyaku Co. Ltd.
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米田 直人
田辺製薬株式会社東京研究所
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安尾 悠紀
Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd.
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松岡 雄三
Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd.
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安尾 悠紀
Research Laboratory Of Applied Biochemistry Tanabe Seiyaku Co. Ltd.
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松岡 雄三
Research Laboratory Of Applied Biochemistry Tanabe Seiyaku Co. Ltd.
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米田 直人
Research Laboratory of Applied Biochemistry
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