Water → HCID 58017420, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-tert-butyl 3-((R)-(2-aminoethoxy)(m-tolyl)methyl)piperidine-1-carboxylate and DMAP in anhydrous CH2Cl2, Et3N was added. The resulting mixture was cooled to 0-5° C. under ice-water bath, a solution of methyl chloroformate in anhydrous CH2Cl2 was added dropwise. After addition, the reaction mixture was stirred for 1-2 hr at 0-5° C. Water was added to quench the reaction. The aqueous layer was extracted with CH2Cl2, the combined organic layers were washed with 10% citric acid and brine, then dried over Na2SO4, filtered and concentrated to the crude product, which was purified by preparative TLC to afford (R)-tert-butyl 3-((R)-(2-(methoxycarbonylamino)ethoxy)(m-tolyl)methyl)piperidine-1-carboxylate.

Provenance & Evidence