Acetic Acid → HCID 68959411, compound

Participants

Reaction Steps

Cyclopropanecarboxaldheyde (104 mg, 1.48 mmol) was added to a solution of methyl S-(2-amino-1-phenylethyl)-N-(tert-butoxycarbonyl)-D-cysteinate (583 mg, 1.65 mmol) in methanol (25 mL) adjusted to pH 6 with acetic acid. After 15 min, sodium cyanoborohydride (155 mg, 2.47 mmol) was added. After an additional 1 h, saturated aqueous sodium bicarbonate was added and the mixture was extracted with dichlormethane (2×). The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. Purification by silica gel [100% dichloromethane->97% dichloromethane/3% (10% ammonium hydroxide in methanol)] gave the title compound (305 mg). MS 409 (M+1).

Provenance & Evidence