N-Methyl-D-prolinol

59378-81-3

3554-65-2

Step 1: Preparation of [(2R)-1-methylpyrrolidin-2-yl]methanol Lithium aluminum hydride (230 mg, 6 mmol) and N-tert-butoxycarbonyl-R-prolinol (400 mg, 2 mmol) were dissolved in 10 mL of dry tetrahydrofuran and cooled in an ice water bath. After no significant gas release, the reaction mixture was heated to reflux and maintained for 2 hours. Upon completion of the reaction, the mixture was slowly added dropwise to 5 mL of methanol in an ice-water bath, followed by the addition of 5 mL of water. The mixture was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford N-methyl-D-prolinol [(2R)-1-methylpyrrolidin-2-yl]methanol (221 mg, 77.0% yield) as a colorless oil. Mass spectrum (ESI) m/z: 116 [M + 1].