3-(Methoxycarbonyl)-2,2,3-trimethylcyclopentane-1-carboxylic acid → D-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]-D-phenylalanine methyl ester, hydrochloride salt, 37-B-2. Physical properties as follows: m.p.155-159° C.; 1H NMR(300 MHz, DMSO-d6). δ12.4(1H), 10.6(1H), 7.51(5H), 7.19(3H), 4.42(1H), 2.99(2H), 2.64(1H), 2.26(1H), 1.94(1H), 1.68(1H), 1.29(1H), 1.17(3H), 1.05(3H), 0.51(3H) MS−ESI (m/z): 533([M−H−]).

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