Isobornyloxycarbonyl Function, a New Convenient Amino-Protecting Group in Peptide Synthesis. I. Synthesis and Properties of Isobornyloxycarbonylamino Acids

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概要

• 論文の詳細を見る

• Isobornyloxycarbonyl chloride (IBOC-Cl), which is a satisfactorily stable oil, was prepared from isoborneol and phosgene. The chloride, when allowed to react with amino acids, gave the corresponding isobornyloxycarbonyl (IBOC-)-amino acids. In most cases, the IBOC-amino acids could be obtained in crystalline form and in good yields. The IBOC-amino acids are smoothly cleaved by acid-catalyzed solvolysis with trifluoroacetic acid to yield the free amino acids. Since the IBOC-Cl is much easier to prepare than t-butyloxycarbonyl chloride, the new amino-masking method is considered to be of great use in the synthesis of complicated peptides.

• 社団法人日本薬学会の論文
• 1972-05-25

著者

• 西村 紀

  Chemical Research Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 藤野 政彦

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 福田 常彦

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 藤野 政彦

  武田薬品中央研

• 品川 進

  Chemical Research Laboratories, Research and Development Division, Takeda Chemical Industries, Ltd.

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