YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
ケテンおよびその誘導体の研究(第120報)アセトアセチルアミノ酸誘導体を用いるアセチルジペプチドの合成
千葉 卓男佐々木 誠榊 潤一加藤 鐵三
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1983 年 103 巻 10 号 p. 1024-1027

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Ethyl N-acetoacetylglycinate (1a), which was easily prepared from ethyl glycinate and diketene, was treated with hydrogen azide in concentrated sulfuric acid (Schmidt reaction) to give ethyl N-(N-acetylglycyl) glycinate (2a). Similarly, N-(α-alkylated acetoacetyl) glycinates 1b-f were transformed into the corresponding N-acetyldipeptides 2b-f by the Schmidt reaction. Treatment of optically active N-acetoacetyl-l-3-phenylalanine (3a) and N-acetoacetyl-l-leucine (3b) with hydrogen azide afforded N-(N-acetylglycyl)-3-phenylalanine (4a) and N-(N-acetylglycyl)-leucine (4b), respectively.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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