1-Piperidinecarboxylic acid, 4-amino-3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3R,4S)- synthesis

Yield:848002-64-2 100%

Reaction Conditions:

with hydrogen;palladium dihydroxide in methanol at 20; under 2585.81 Torr;

Steps:

15a.1

A mixture of (3R,4S)-tert-butyl 3-(hydroxymethyl)-4-((S)-1-phenylethylamino)piperidine-1-carboxylate (38 g, 113.6 mMol) and Pd(OH)₂ (5 g) were stirred in methanol (250 mL) at rt under 50 psi hydrogen. After overnight stirring, the reaction mixture was filtered through Celite. The solution was concentrated to get the desired product, (3R,4S)-tert-butyl 4-amino-3-(hydroxymethyl)piperidine-1-carboxylate as a pale oil (quantitative yield).

References:

US2005/54627,2005,A1 Location in patent:Page/Page column 113