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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064792Generated: October 30, 2026

(1S,3S,5S)-3-(b enzylamino-methyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester → (1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

https://huagongshe.com/reaction/2064792

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1S,3S,5S)-3-(b enzylamino-methyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl esterHCID 67081441—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylateHCID 58278675—

Reaction Steps

A solution of (1S,3S,5S)-3-(b enzylamino-methyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (16.7 mmol) in EtOH (100 mL) is treated with Pd/C (2.0 g, 50% H2O) and stirred under a hydrogen atmosphere (1 bar) for 1 d. An additional amount of Pd/C (2.0 g) is added and the mixture is stirred for further 3 d. After filtration through celite and removal of the solvents the desired amine is obtained which is used without further purification. LC-MS (acidic): tR=0.64 min; [M+H]+=213.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288435B2
Source datasetuspto-grants-2012_10
ORD IDord-dc5b934b50b7413fb38cb4bca04e79b3
Source noteuspto-grants-2012_10