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Paper | Special issue | Vol 42, No. 1, 1996, pp.445-451
Published online, 1st January, 1970
DOI: 10.3987/COM-95-S70
Aloxylation at Meta Position to Hydroxyl Group of L-Tyrosine: Preparation of Alkyl (S)-2,4-Dialkoxyphenylalaninates

Hiroshi Hara, Tsutomu Inoue, Masaki Endoh, Hiroshi Nakamura, Hiroyuki Takahashi, and Osamu Hoshino

*Faculty of Pharmaceutical Sciences, Science University of Tokyo, 12, Ichigaya Funagawara-machi, Shinjuku-ku, Tokyo 162-0826, Japan

Abstract

Treatment of dienone lactone (2), derived from L-tyrosine, with methanol in the presence of boron trifluoride etherate gave methyl N-protected (S)-2,4-dimethoxyphenylalaninate (4) in 76 % yield. Similarly, two homologues (9 and 10) were conventionally produced from 2.