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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016897Generated: October 30, 2026

(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → Methyl N-[N-(3,5Difluorophenylacetyl)-L-alaninyl]-(S)-2-amino-3-(1-naphthyl)propionate

https://huagongshe.com/reaction/1016897

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 12135350—
Reactant1-Naphthalenepropanoic acid, α-amino-, methyl ester, hydrochloride (1:1), (αS)-HCID 69976275—
SolventDichloromethane methanolHCID 21226129—
ProductMethyl N-[N-(3,5Difluorophenylacetyl)-L-alaninyl]-(S)-2-amino-3-(1-naphthyl)propionateHCID 9846756—

Reaction Steps

Following General Procedure B and using N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and methyl (S)-2-amino-3-(1-naphthyl)propionate hydrochloride (Bachem), the title compound was prepared as a solid (mp=103-130° C.). The reaction was monitored by tlc (Rf=0.8 in 5% MeOH/methylene chloride) and the product was purified by flash column chromatography using 6% MeOH/methylene chloride as the eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06476263B1
Source datasetuspto-grants-2002_11
ORD IDord-c80b6d0293a74a90a3d631d34292d77d
Source noteuspto-grants-2002_11