Solketal → HCID 72550679, compound

Participants

Reaction Steps

In a manner similar to the method described in Example 7, chiral 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoic acid (100.8 mg, 0.164 mmol) was reacted with N,N′-carbonyldiimidazole (Aldrich, 67.8 mg, 0.406 mmol) and then a mixture of (2,2-Dimethyl-[1,3]dioxolan-4-yl)-methanol (Aldrich, 69.3 mg, 0.514 nmol) and sodium hydride (11.2 mg, 0.443 mmol) in tetrahydrofuran to give (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)-3-methoxybenzoate as a white lyophilized solid (104.2 mg, 87% yield). MS (ES+) m/z calcd. for C37H40Cl2F2N3O6 [(M+H)+]: 730. found: 730.

Provenance & Evidence