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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714130Generated: October 25, 2026

Trifluoroacetic acid → N-{2-[(3S)-3-amino-4-{[tert-butyl(diphenyl)silyl]oxy}butyl]phenyl}-Nalpha-(methoxycarbonyl)-beta-phenyl-L-phenylalaninamide

https://huagongshe.com/reaction/714130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantmethyl[(2S)-1-({2-[(3S)-3-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}butyl]phenyl}amino)-1-oxo-3,3-diphenylpropan-2-yl]carbamateHCID 68029329—
SolventDichloromethaneHCID 6344—
ProductN-{2-[(3S)-3-amino-4-{[tert-butyl(diphenyl)silyl]oxy}butyl]phenyl}-Nalpha-(methoxycarbonyl)-beta-phenyl-L-phenylalaninamideHCID 6802933095.4%

Reaction Steps

Compound methyl[(2S)-1-({2-[(3S)-3-[(tert-butoxycarbonyl)amino]-4-{[tert-butyl(diphenyl)silyl]oxy}butyl]phenyl}amino)-1-oxo-3,3-diphenylpropan-2-yl]carbamate (7, 305.4 mg, 0.382 mmol) was dissolved in a cold mixture of DCM (3 ml) and TFA (1 mL, 12.98 mmol) and the final solution stirred at 0° C. for 1.5 h, quenched at 0° C. by slow addition of saturated NaHCO3, then diluted with DCM, washed with saturated NaHCO3, dried over MgSO4, filtered and concentrated to afford 255 mg (95% yield) of the title compound as white foam submitted to the next step without further purification. MS: m/z=700.3 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187415B2
Source datasetuspto-grants-2015_11
ORD IDord-3611c099fa244568bbe91520b1ecf4b6
Source noteuspto-grants-2015_11