6-Phenylhexanoic Acid → (RS)-5-(4-Benzyloxy-phenyl)-4-(6-phenyl-hexanoylamino)-pentanoic acid ethyl ester

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Reaction Steps

From 6-phenylhexanoic acid 71a and (RS)-5-(4-Benzyloxy-phenyl)-4-tertbutoxycarbonylamino-pent-2-enoic acid ethyl ester 77 (83% yield): 1H nmr (CDCl3) δ 1.26 (t, J=7.2 Hz, 3H), 1.28-1.90 (m, 9H), 2.11 (t, J=7.4 Hz, 2H), 2.29-2.38 (m, 2H), 2.60 (t, J=7.6 Hz, 2H), 2.71-2.77 (m, 2H), 4.12 (q, J=7.1 Hz, 2H), 5.03 (s, 2H), 5.55 (br d, J=8.7 Hz, 1H), 6.91 (d, J=8.6 Hz, 2H), 7.10 (d, J=8.6 Hz, 2H), 7.16-7.44 (m, 10H). 13C nmr (CDCl3) δ 173.8, 172.8, 157.5, 142.4, 136.9, 130.3, 129.9, 128.5, 128.3, 128.2, 127.8, 127.4, 125.6, 114.7, 69.9, 60.5, 50.1, 40.3, 36.7, 35.6, 31.1, 31.0, 28.7, 28.6, 25.5, 14.1.

Provenance & Evidence