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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1397874Generated: October 26, 2026

Trifluoroacetic acid → Benzyl 2-amino-3-(3-(benzyloxy)phenyl)propanoate

https://huagongshe.com/reaction/1397874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzyl 3-(3-(benzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoateHCID 22623796—
SolventDichloromethaneHCID 6344—
ProductBenzyl 2-amino-3-(3-(benzyloxy)phenyl)propanoateHCID 67257589100.5%

Reaction Steps

172 (610 mg) was dissolved in 4 ml of DCM and 4 ml of TFA was added then the reaction mixture was let 1 h at room temperature. The reaction mixture is concentrated and 50 ml of AcOEt are added. The organic phase are washed with saturated NaHCO3 and brine then dried over Na2SO4, filtered and concentrated. The crude product was purified by flash chromatography (AcOEt/Hexane 2/8) to afford 173 as white solid (480 mg, 85%). 1H NMR (DMSO): δ 2.90 (m, 2H), 3.73 (t, 1H, J=7.4 Hz), 5.19 (s, 4H), 6.70 (d, 1H, J=7.3 Hz), 6.74 (m, 2H), 6.97 (m, 1H), 7.17 (t, 1H, J=7.9 Hz), 7.41 (d, 2H, J=6.5 Hz), 7.48 (m, 2H), 9.37 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901295B2
Source datasetuspto-grants-2014_12
ORD IDord-a717b8dd65da40cd9edf6121f5c0ba44
Source noteuspto-grants-2014_12