1,2-Dichloroethane → HCID 86690060, compound

Participants

Reaction Steps

Benzyl 4-((4-phenoxyphenyl)sulfonyl)-4-(((tetrahydro-2H-pyran-2-yl)oxy)carbamoyl)piperidine-1-carboxylate was synthesized as shown in FIG. 12. A 200 ml RBF equipped with magnetic stir bar was charged with 1.48 g (2.99 mmole) 1-((benzyloxy)carbonyl)-4-((4-phenoxyphenyl)sulfonyl)piperidine-4-carboxylic acid, 0.49 g (4.18 mmole) OTHP-hydroxylamine, 0.8 g (4.18 mmole) EDC, 0.64 g (4.18 mmole) HOBt, and 1.25 ml (8.96 mmole) triethylamine in 30 ml DMF. The reaction mixture was stirred at room temperature overnight. The reaction was concentrated in vacuo and partitioned between EA and satd. aq. sodium bicarbonate. The organics were washed with 10% aq. Citric acid, brine, dried, and concentrated in vacuo. This material was vacuum dried overnight to afford 1.50 g (85%) of dry white foam. The sample analyzed by direct infusion MS, which indicated >90% product with some trace impurities. HRMS(theoretical) M+H=595.2108 g/mol. HRMS(observed) M+H=595.2109 g/mol.

Provenance & Evidence