3-(Methoxycarbonyl)-2,2,3-trimethylcyclopentane-1-carboxylic acid → L-Phenylalanine

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Reaction Steps

The preparation follows that of Preparation 37-C-8. The starting materials are: (1R-cis)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid 3-methyl ester, 10-A, and 4-[(2,6-dichlorobenzoyl)amino]-L-phenylalanine methyl ester, hydrochloride salt, 37-B-1. Physical properties as follows: m.p. 154-160° C. 1H NMR(300 MHz, MeOH-d4). δ7.58(2H), 7.42(3H), 7.24(3H), 4.74(1H), 3.3(1H), 3.03(1H), 2.75(1H), 2.41(1H), 2.12(1H), 1.80(1H), 1.43(1H), 1.14(3H), 1.11(3H), 0.63(3H); MS−ESI (m/z): 533([M−H−]); MS−ESI (m/z): 535([M+H+]).

Provenance & Evidence