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Communication | Regular issue | Vol 20, No. 8, 1983, pp.1481-1485
Published online, 1st January, 1970
DOI: 10.3987/R-1983-08-1481
Reaction of 4-Acetoxy-1,4-benzoxazin-3-one with Amino Acid Derivatives

Takayoshi Ishizaki, Yuichi Hashimoto, Koichi Shudo, and Toshihiko Okamoto

*Faculty of Pharmaceutical Sciences, University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113, Japan


A reaction of 4-acetoxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (2) with t-butoxycarbonyl-L-tyrosine ethyl ester (Boc-L-Tyr-OEt), t-butoxycarbonyl-L-histidine methyl ester (Boc-L-His-OMe) and t-butoxycarbonyl-L-tryptophan methyl ester (Boc-L-Trp-OMe) was described. The 4 and 6 positions in the benzozaxinone ring were attacked by the amino acids. The reaction with Boc-L-Trp-OMe gave hexahydropyrroloindoles.