HCID 69939144, compound → HCID 59038226, compound

Participants

Reaction Conditions

Reaction Steps

1-((2R)-2-Hydroxy-2-cyclohexylethanoyl)-N-(2-(1-(tert-butyloxycarbonylamino)ethyl)-5-chlorobenzyl)-L-prolinamide from the previous step (0.40 g, 0.077 mmol) was dissolved in EtOAc (10 mL) and cooled with stirring to 0° C. Into this solution was bubbled in HCl gas for 5 min. The resulting solution was stirred at 0° C. for 30 min, then concentrated in vacuo. The solid which had formed was triturated with Et2O and collected by filtration and washed with several portions of ether. The hydrochloride of the title compound was obtained as a white solid after drying under high vacuum (HPLC RT=2.72 min, method A; LC-MS m/z=422.1; 1H NMR, 400 MHz, CD3OD, 7.65 ppm (d, 1H), 7.35 ppm (s, 1H), 7.25 ppm (d, 1H), 4.81 ppm (dd, 2H), 4.24 ppm (q, 1H), 4.1 ppm (m, 2H), 3.74 ppm (m, 1H), 3.64 ppm (m, 1H), 2.2 ppm (m, 2H), 2.08 ppm (m, 2H), 1.94 ppm (m, 4H), 1.16 ppm (d, 3H), 1.2 ppm (m, 7H)).

Provenance & Evidence