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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868360Generated: October 31, 2026

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

https://huagongshe.com/reaction/1868360

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl (trans)-3-hydroxy4-[[(phenylmethyl)amino]methyl]-1-piperidinecarboxylateHCID 11738727—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttrans-1-Boc-4-aminomethyl-3-hydroxypiperidineHCID 1107522972.9%

Reaction Steps

A mixture of intermediate (21) (0.028 mol) in methanol (100 ml) was hydrogenated with palladium-on-carbon (10%, 2 g) as a catalyst. After uptake of hydrogen (1 equivalent) the catalyst was filtered off and the filtrate was evaporated, yielding 4.7 g of 1,1-dimethylethyl (3S-trans)-4-(aminomethyl)-3-hydroxy-1-piperidinecarboxylate (intermediate (22); [α]20,D=+4.37° (c=24.03 mg/5 ml in CH3OH)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635706B2
Source datasetuspto-grants-2009_12
ORD IDord-48a5672a55c64e4e955bb892ceed1be1
Source noteuspto-grants-2009_12