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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481923Generated: November 1, 2026

Piperidine → {(S)-1-[(S)-2-((2S,4S)-4-Amino-2-benzylcarbamoyl-pyrrolidin-1-yl)-1-cyclohexyl-2-oxo-ethylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1481923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant((3S,5S)-5-benzylcarbamoyl-1-{(S)-2-[(S)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-pyrrolidin-3-yl)-carbamic acid 9H-fluoren-9-ylmethyl esterHCID 118677385—
SolventDimethylformamideHCID 6228—
Product{(S)-1-[(S)-2-((2S,4S)-4-Amino-2-benzylcarbamoyl-pyrrolidin-1-yl)-1-cyclohexyl-2-oxo-ethylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl esterHCID 90231684100.5%

Reaction Steps

((3S,5S)-5-Benzylcarbamoyl-1-{(S)-2-[(S)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-pyrrolidin-3-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester (100 mg, 0.13 mmol) was dissolved in DMF (0.9 mL) at room temperature and piperidine (0.1 mL) was added. The mixture was stirred at room temperature for 30 minutes, concentrated and the residue purified by silica gel chromatography to give the title compound as a white foam (71 mg, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409888B2
Source datasetuspto-grants-2016_08
ORD IDord-3899d05e178347c980819fa3ccfea9da
Source noteuspto-grants-2016_08