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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007287Generated: October 28, 2026

(1R,2R)-N-tert-Butoxycarbonyl-2-benzyloxycyclohexylamine → (1R,2R)-trans-N-Boc-2-Aminocyclohexanol

https://huagongshe.com/reaction/1007287

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,2R)-N-tert-Butoxycarbonyl-2-benzyloxycyclohexylamineHCID 59025417—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(1R,2R)-trans-N-Boc-2-AminocyclohexanolHCID 1092188894.6%

Reaction Steps

A solution of 3.0 g of (1R,2R)-N-tert-butoxycarbonyl-2-benzyloxycyclohexylamine in 100 mL of methanol was combined with 300 mg of 5% palladium on carbon, and hydrogenated at room temperature under atmospheric pressure. After 48 hours, palladium on carbon was filtered off, and the filtrate was concentrated. The residue was subjected to chromatography on silica gel (n-hexane:ethyl acetate 2:1) to obtain 2.0 g of the desirable compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794389B2
Source datasetuspto-grants-2004_09
ORD IDord-4b7f160bfd1f4e199760cdd4b48e093b
Source noteuspto-grants-2004_09