Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404546Generated: October 31, 2026

Piperidine → 4'-{(R)-1-[(3-Amino-oxetane-3-carbonyl)-amino]-ethyl}-3-chloro-3'-fluoro-biphenyl-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1404546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Chloro-4'-((R)-1-{[3-(9H-fluoren-9-ylmethoxycarbonylamino)-oxetane-3-carbonyl]-amino}-ethyl)-3'-fluoro-biphenyl-2-carboxylic acid methyl esterHCID 67979309—
SolventDimethylformamideHCID 6228—
Product4'-{(R)-1-[(3-Amino-oxetane-3-carbonyl)-amino]-ethyl}-3-chloro-3'-fluoro-biphenyl-2-carboxylic acid methyl esterHCID 67979497—

Reaction Steps

To a solution of 3-chloro-4′-((R)-1-{[3-(9H-fluoren-9-ylmethoxycarbonylamino)-oxetane-3-carbonyl]-amino}-ethyl)-3′-fluoro-biphenyl-2-carboxylic acid methyl ester (100 mg, 159 μmol, step C) in dry DMF (1.8 ml) was added piperidine (0.2 ml) and the solution was stirred at room temperature for 2 h. The brown solution was concentrated to dryness under high vacuum. The remaining residue was purified by chromatography (silica gel; DCM/MeOH 98:2) and the title compound was obtained as white solid (60 mg, 92%). MS: 407.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912221B2
Source datasetuspto-grants-2014_12
ORD IDord-f1dc5266dbb94872b3898c60f04ea889
Source noteuspto-grants-2014_12