Leucine, N-carboxy-, N-benzyl ester, L- → {(r)-3-[(s)-2-((s)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-methyl-butyrylamino]-2-hydroxy-propyl}-cyclohexylmethyl-phosphinic acid benzyl ester

Participants

Reaction Steps

The title compound was prepared substantially in a similar manner as Step 1 of Example 10 using N-Z-Leu-OH and [(R)-3-((S)-2-amino-3-methyl-butyrylamino)-2-hydroxy-propyl]-cyclohexylmethyl-phosphinic acid benzyl ester hydrochloride as the starting materials. The title compound was purified by SiO2 chromatography using 0-4% MeOH/CH2Cl2 as the eluent. 1H NMR (CD3OD, 300 MHz): δ 7.34 (m, 10H), 5.50 (m, 4H), 4.19 (m, 2H), 4.01-3.94 (m, 1H), 3.30 (m, 2H), 2.15 (m, 1H), 1.92 (m, 2H), 1.77-1.64 (m, 8H), 1.50 (m, 2H), 1.40-1.12 (m, 4H), 1.11-0.97 (m, 14H). 31P NMR (CD3OD, 300 MHz): δ 60.56, 59.87. LCMS m/z: [M+H]+=672.

Provenance & Evidence