2,3-Dihydroxybutanedioic Acid → HCID 89499041, compound

Participants

Reaction Steps

To a solution of 2-(2,3-dihydro-1H-inden-2-yl)-N-((1R)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl)acetamide (compound 3h) (0.15 g, 0.34 mmol) in isopropanol (10 ml) was added a solution of (+)-tartaric acid (0.05 g, 0.34 mmol) in MeOH (5 mL). The resulting mixture was stirred 30 minutes, then concentrated in vacuo. EtOAc was added followed by diethyl ether (excess). The resulting solid was stirred 30 minutes, then allowed to set overnight. The solid was filtered, washed with diethyl ether, and dried overnight under high vacuum to yield 2-(2,3-dihydro-1H-inden-2-yl)-N-((1R,2R)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1-hydroxy-3-(pyrrolidin-1-yl)propan-2-yl)acetamide tartrate, 0.16 g, 79% desired white solid. ESI-MS m/z 437.2 (M+H+). mp=174-175° C.

Provenance & Evidence