Studies on Pyrimidine Derivatives and Related Compounds. LVI. Reaction of Thiamine with Isocyanates. (I)

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概要

• 論文の詳細を見る

• Thiamine ylid formed by the treatment of thiamine hydrochloride with triethylamine reacted with two moles of phenylisocyanate at the thiazolium C-2 position to give the cycloaddition product followed by the carbamoylation of the hydroxyl group. On the other hand, on treatment with strong base as methylsulfinyl carbanion or t-BuOK followed by the reaction with phenylisocyanate, carbamoylation of the amino group proceeded preferentially, then the cycloaddition of two moles of phenylisocyanate at the thiazolium C-2 position occurred, and finally the hydroxyl group was carbamoylated. Diastereoisomers of perhydrofurothiazole derivatives were isolated and the configurations were decided.

• 公益社団法人日本薬学会の論文
• 1968-11-25

著者

• 平井 健太郎

  Shionogi Research Laboratory, Shionogi & Co., Ltd.

• 高見沢 映

  Shionogi Research Laboratory Shionogi And Co. Ltd.

• 高見沢 映

  Shionogi Research Laboratory Shionogi & Co. Ltd.

• 松本 佐市

  Shionogi Research Laboratory, Shionogi and Co., Ltd.

• 石破 暉之

  Shionogi Research Laboratory Shionogi & Co. Ltd.

• 松本 佐市

  Shionogi Research Laboratory Shionogi And Co. Ltd.

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