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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1807884Generated: October 29, 2026

Trifluoroacetic acid → methyl (2S)-2-amino-4-phenoxybutanoate

https://huagongshe.com/reaction/1807884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-2-tert-butoxycarbonylamino-4-phenoxy-butyric acid methyl esterHCID 67178164—
SolventDichloromethaneHCID 6344—
Productmethyl (2S)-2-amino-4-phenoxybutanoateHCID 67177678—

Reaction Steps

To a solution of (S)-2-tert-butoxycarbonylamino-4-phenoxy-butyric acid methyl ester (1.15 g) in dichloromethane (3 ml) was added under an argon atmosphere trifluoroacetic acid (4.2 ml). The mixture was stirred for 16 h. The mixture was concentrated. The residue was treated with sodium bicarbonate solution until the pH was basic and extracted with dichloromethane twice. The combined organic layers were dried (MgSO4) and evaporated. The product was used without purification for the next step, yellow oil. MS (ISP): 210.3 ([M+H]+)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08357712B2
Source datasetuspto-grants-2013_01
ORD IDord-5ad5308f6ec64971b8a0dd126bc0b6e9
Source noteuspto-grants-2013_01