Methylamine → ethyl (2S,3R)-3-t-butyldimethylsilyloxy-2-(methylaminomethyl)butanoate
Reaction equation
[Si:1]([O:8][C@H:9]([CH3:17])[C:10](=[CH2:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH3:18][NH2:19]>CO>[Si:1]([O:8][C@H:9]([CH3:17])[C@H:10]([CH2:16][NH:19][CH3:18])[C:11]([O:13][CH2:14][CH3:15])=[O:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:2])[CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of ethyl (3R)-3-t-butyldimethylsilyloxy-2-methylidenebutanoate (130 g) in methanol (1.3 l) was added a solution of 30% methylamine in methanol (63 ml). The resulting mixture was allowed to stir at ambient temperature for 2 days. Evaporation of the solvent gave ethyl (2S,3R)-3-t-butyldimethylsilyloxy-2-(methylaminomethyl)butanoate (150.0 g).