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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56426Generated: October 30, 2026

HCID 76528971, compound → (1S,3R,4S)-4-Amino-3-(Boc-amino)-cyclohexane-carboxylic acid ethyl ester

https://huagongshe.com/reaction/56426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 76528971HCID 76528971—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product(1S,3R,4S)-4-Amino-3-(Boc-amino)-cyclohexane-carboxylic acid ethyl esterHCID 6860420059%

Reaction Steps

A mixture of Racemate-ethyl 4-azido-3-(tert-butoxycarbonylamino)cyclohexanecarboxylate (14.0 g, 66 mmol) and 5% palladium on carbon (50% wet, 1.0 g) in ethyl acetate (100 mL) was stirred at room temperature overnight at a hydrogen pressure of ˜1 atm. After the reaction mixture was filtered, the filtrate was concentrated. The resulting oily residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=4:1˜1:1) to thereby give the title compound (2.0 g, 59%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434700B2
Source datasetuspto-grants-2016_09
ORD IDord-2c33a82840674d95891dbec8de6f91cf
Source noteuspto-grants-2016_09