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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529492Generated: October 31, 2026

Trifluoroacetic acid → (R)-methyl 1-((S)-3-amino-2-(benzyloxycarbonylamino)propanoyl)piperidine-2-carboxylate trifluoroacetate

https://huagongshe.com/reaction/529492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(R)-methyl 1-((S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propanoyl)piperidine-2-carboxylateHCID 68292412—
SolventDichloromethaneHCID 6344—
Product(R)-methyl 1-((S)-3-amino-2-(benzyloxycarbonylamino)propanoyl)piperidine-2-carboxylate trifluoroacetateHCID 86706206100%

Reaction Steps

To a round bottom flask was added (R)-methyl 1-((S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propanoyl)piperidine-2-carboxylate (1.80 gm, 3.88 mmol), DCM (5 mL) and TFA (5 mL). The reaction mixture was stirred at rt for 1 hr. The reaction mixture was then concentrated and dried under vacuum for 3 hr to afford (R)-methyl 1-((S)-3-amino-2-(benzyloxycarbonylamino)propanoyl)piperidine-2-carboxylate trifluoroacetate (1.87 g, 3.92 mmol, 100% yield) as a colorless oil. Anal. Calcd. for C18H25N3O5 m/z 363.4. found: 364.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-e94db5dab8eb42039c595017b4ee7d87
Source noteuspto-grants-2016_05