Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983307Generated: October 29, 2026

(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → Ethyl N-[N-(3,5-Difluorophenylacetyl)-L-alaninyl]-2-amino-2-(4-fluorophenyl)acetate

https://huagongshe.com/reaction/983307

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 12135350—
ReactantEthyl 2-amino-2-(4-fluorophenyl)acetate hydrochlorideHCID 22492279—
SolventChloroform methanolHCID 21584188—
ProductEthyl N-[N-(3,5-Difluorophenylacetyl)-L-alaninyl]-2-amino-2-(4-fluorophenyl)acetateHCID 22894862—

Reaction Steps

Following General Procedure C and using N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and ethyl 2-amino-2-(4-fluorophenyl)acetate hydrochloride (prepared from 4-fluorophenylglycine (Fluka) and ethanol using General Procedure H), the title compound was prepared as a solid (mp=169-1830° C.). The reaction was monitored by tlc (Rf=0.3 in 4% MeOH/CHCl3) and the product was purified by silica gel chromatography using 4% MeOH/CHCl3 as the eluent, followed by recrystallization from 1-chlorobutane/acetonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06861558B2
Source datasetuspto-grants-2005_03
ORD IDord-4b2dc60d80fa40e8a3c97ec8020f0781
Source noteuspto-grants-2005_03