Diethylcarbamoyl chloride → HCID 69280839, compound

Participants

Reaction Steps

To a solution of ((3aR,5R,6S,7R,7aR)-2-(azetidin-1-yl)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methanol (300 mg, 0.60 mmol) in THF (10 mL) was added NaHMDS (1.1 g, 6.01 mmol), and followed by addition of diethylcarbamic chloride (1.22 g, 9.04 mmol) at room temperature. After stirring for 1 h, the reaction mixture was quenched with saturated aqueous NH4Cl (50 mL), extracted with dichloromethane (3×30 mL), dried over MgSO4, filtered, and concentrated under reduced pressure to give a crude product 7 (320 mg), which was used in next step directly without further purification. [M+H]+ 600.1

Provenance & Evidence