Ethyl diazoacetate → ethyl N-(benzyloxycarbonyl)piperidin-4-ylmethoxyacetate

Participants

Reaction Steps

In a similar manner to Example 20, starting material step (a), N-benzyloxycarbonylpiperidine-4-methanol (2 g, preparation described in Turconi, M. et al (1989), European Patent Application No. 309422-A2), dirhodium tetraacetate (40 mg), dichloromethane (15 ml total) and ethyl diazoacetate (1.2 ml) were reacted to give ethyl N-(benzyloxycarbonyl)piperidin-4-ylmethoxyacetate (1.47 g) as a colourless oil: NMR Spectrum (DMSO-d6) 1.10 (2H, m), 1.20 (3H, t), 1.70 (3H, m), 2.80 (2H, m), 3.31 (2H, d), 4.00 (2H, m), 4.06 (2H, s), 4.12 (2H, q), 5.06 (2H, s), 7.35 (5H, m); Mass Spectrum m/Z 336 (M+H)+.

Provenance & Evidence