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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593470Generated: October 31, 2026

Trifluoroacetic acid → (3R,4R)-ethyl 4-(benzyloxycarbonyl)piperidine-3-carboxylate

https://huagongshe.com/reaction/1593470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(3R,4R)-1-tert-butyl 3-ethyl 4-(benzyloxycarbonyl)piperidine-1,3-dicarboxylateHCID 66952821—
SolventDichloromethaneHCID 6344—
Product(3R,4R)-ethyl 4-(benzyloxycarbonyl)piperidine-3-carboxylateHCID 8660924554.3%

Reaction Steps

A solution of 254A (243 mg, 0.60 mmol) in CH2Cl2 (3 mL) at 0° C. was treated with trifluoroacetic acid (0.3 mL). The reaction was stirred at room temperature for one hour, then concentrated to an oil. The crude amine was dissolved in EtOAc (10 mL), washed with saturated aqueous NaHCO3 and dried (Na2SO4), filtered and concentrated in vacuo. The product was purified by flash chromatography (10% MeOH/CH2Cl2) on silica gel to afford 95 mg (yield: 52%) of Compound 254B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297695B2
Source datasetuspto-grants-2007_11
ORD IDord-515acd33ea0f49c688e0e1473be094d5
Source noteuspto-grants-2007_11