Phosphorus in Organic Synthesis. X. tert-Butyl Carbamate. An Efficient Additive in a Modified Curtius Reaction by Diphenyl Phosphorazidate (DPPA)

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概要

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• A modified Curtius reaction of N-benzyloxycarbonyl-L-proline (I) with diphenyl phosphorazidate (DPPA) in the presence of triethylamine in tert-butyl alcohol afforded the allophanate (III) as the major product but the expected carbamate (II) as a minor product. Similar result was obtained in the case of the ordinary Curtius reaction of I. However, the use of tert-butyl carbamate (X) as an additive changed the reaction course and the desired carbamate (II), though accompanied by racemization, was obtained in good yield.

• 公益社団法人日本薬学会の論文
• 1975-08-25

著者

• 山田 俊一

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 塩入 孝之

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 塩入 孝之

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 村戸 和夫

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 村戸 和夫

  Faculty Of Pharmaceutical Sciences University Of Tokyo

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