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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723475Generated: November 1, 2026

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

https://huagongshe.com/reaction/723475

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 numberUS07141571B2
Source datasetuspto-grants-2006_11
ORD IDord-ae2917793fe648dcbd8c2698f338ea89
Source noteuspto-grants-2006_11