Isobutanol → HCID 131733460, compound

Participants

Reaction Steps

A solution of N-({5-[(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-{[(4-nitrophenyl)sulfonyl]amino}ethyl]thiophen-2-yl}methyl)-Nα-(methoxycarbonyl)-β-phenyl-L-phenyl alaninamide (60 mg, 0.080 mmol), Ph3P (105 mg, 0.398 mmol), isobutanol (0.037 mL, 0.398 mmol) and DIAD (0.077 mL, 0.398 mmol) in THF (0.4 mL) stirred at 40° C. under N2 atmosphere, for 18 hours. Ethyl acetate and water were added and the phases were separated. The organic phase was washed with brine, dried, and concentrated under reduce pressure. The concentrate was purified on silica gel using 5%-65% ethyl acetate in hexane to afford the title compound with impurities. MS: m/z=810.3 ((MH+)).

Provenance & Evidence