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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299892Generated: October 30, 2026

Trifluoroacetic acid → (S)-2-Amino-1-{4-[(4-benzyloxy-phenyl)-(3-methyl-but-2-enyl)-amino]-piperidin-1-yl}-4-methyl-pentan-1-one

https://huagongshe.com/reaction/2299892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-(1-{4-[(4-Benzyloxy-phenyl)-(3-methyl-but-2-enyl)-amino]-piperidine-1-carbonyl}-3-methyl-butyl)-carbamic acid tert-butyl esterHCID 10840671—
SolventDichloromethaneHCID 6344—
Product(S)-2-Amino-1-{4-[(4-benzyloxy-phenyl)-(3-methyl-but-2-enyl)-amino]-piperidin-1-yl}-4-methyl-pentan-1-oneHCID 1000462299%

Reaction Steps

(S)-(1-{4-[(4-Benzyloxy-phenyl)-(3-methyl-but-2-enyl)-amino]-piperidine-1-carbonyl}-3-methyl-butyl)-carbamic acid tert-butyl ester (1.07 g, 1.90 mmol) was dissolved in CH2Cl2 (4.5 mL) and treated with TFA (4.5 mL). The reaction was stirred for 25 minutes, then concentrated in vacuo. The residue was dissolved in EtOAc (175 mL) and solution was washed twice with saturated bicarbonate solution and brine, dried over Na2SO4, and concentrated in vacuo to give 0.87 g (99%) of the desired product as a pale oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495715B2
Source datasetuspto-grants-2002_12
ORD IDord-e8ccfc9d2c5a42b89598cfadeb3582c4
Source noteuspto-grants-2002_12