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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559130Generated: October 25, 2026

1,1-Dimethylethyl (trans)-3-hydroxy4-[[(phenylmethyl)amino]methyl]-1-piperidinecarboxylate → trans-1-Boc-4-aminomethyl-3-hydroxypiperidine

https://huagongshe.com/reaction/559130

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl (trans)-3-hydroxy4-[[(phenylmethyl)amino]methyl]-1-piperidinecarboxylateHCID 11738727—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttrans-1-Boc-4-aminomethyl-3-hydroxypiperidineHCID 1107522976%

Reaction Steps

A mixture of intermediate (1-d) (max. 0.023 mol crude residue) in methanol (100 ml) was hydrogenated with palladium-on-carbon (10%, 1 g) as a catalyst. After uptake of H2 (1 equivalent), the catalyst was filtered off and the filtrate was evaporated. The residue was solidified in DIPE+ACN, filtered off and dried (vacuum, 40° C.), yielding 4 g (76%) of 1,1-dimethylethyl (trans)-4-(aminomethyl)-3-hydroxy-1-piperidinecarboxylate (intermediate 1-e, mp. 178° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063070B2
Source datasetuspto-grants-2011_11
ORD IDord-522d44a712d441b18781e53bb6095c26
Source noteuspto-grants-2011_11