Water → HCID 68567173, compound

Participants

Reaction Steps

1.9 mL (6 mmol) of titanium isopropoxide and 1 g (10 mmol) of (R)-1-tert-butoxycarbonyl-pyrrolidine-2-carbaldehyde are added to a solution of 1 mL (30 mmol) of cyclopropylamine in 5 mL of anhydrous methanol. The solution is stirred for 5 hours at room temperature then 246 mg (605 mmol) of sodium borohydride is added. Stirring is continued for a further 2 hours then 2 mL of water is added. The reaction mixture is filtered then the solvents are evaporated. Water is added and the compound is extracted with diethyl ether. The organic phases are dried over magnesium sulfate, filtered and evaporated to give 1.17 g (97%) of (R)-1-tert-butoxycarbonyl-2-cyclopropylaminomethyl-pyrrolidine in the form of a colourless oil.

Provenance & Evidence