Water → HCID 131733457, compound

Participants

Reaction Steps

A solution of prop-2-en-1-yl{(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-[5-({[N-(methoxycarbonyl)-β-phenyl-L-phenylalanyl]amino}methyl)thiophen-2-yl]ethyl}carbamate (1.2 g, 1.841 mmol) in dichloromethane (18.4 mL) was treated with phenylsilane (6.3 mL, 5.52 mmol) and Pd(PPh3)4 (106 mg, 0.092 mmol) for 1 hour at room temperature. Ethyl acetate and water were added and the phases were separated. The organic phase was washed with brine, dried, and then concentrated under reduced pressure. The concentrate was purified on silica gel using 5%-65% ethyl acetate in hexane to afford the title compound. 1H NMR (CD3OD) δ 7.40-7.15 (11H, 6.79 (1H), 6.40 (1H), 4.98 (1H), 4.38 (1H), 4.21 (2H), 3.82 (1H), 3.70 (1H), 3.52 (3H), 0.91 (9H), 0.10 (6H).

Provenance & Evidence