HCID 131722733, compound → HCID 44583346, compound

Participants

Reaction Steps

A solution of 380 mg (0.638 mmol) of Boc-Phe-N-Me-Val-Tyr(3-tBu)-NH2 in 15 ml of TFA was stirred at room temperature for one hour and a half. The reaction solution was concentrated under reduced pressure and the resulting residue was diluted with ethyl acetate and washed first with saturated aqueous NaHCO3, then with saturated brine. The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure; thereafter, the resulting residue was subjected to silica gel column chromatography (eluting solvent consisting of methylene chloride, methanol and aqueous ammonia at a ratio of 100:10:1) to give Phe-N-Me-Val-Tyr(3-tBu)-NH2 in the amount of 240 mg (76%) FAB-MS: 497 (M+H+); NMR(method g,CDCl3): δ 0.74(2H,d,J=6.6 Hz), 0.79(1H,d,J=6.6 Hz), 0.89(1H,d,J=6.6 Hz), 0.92(2H,d,J=6.6 Hz), 1.36(3H,s), 1.38(6H,s), 2.27-2.35(1H,m), 2.71(2H,s), 2.81(1H,s), 2.77-3.19(4H,m), 3.56-3.61(2/3H,m), 3.80-3.90(1/3H,m), 3.95(2/3H,d,J=10.9 Hz), 4.46(1/3H,d,J=11.2 Hz), 4.55-4.65(1/3H,m), 4.70-4.85(2/3H,m), 6.60-7.40(8H,m)

Provenance & Evidence