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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636195Generated: October 26, 2026

Methyl 2-amino-3-(3-hydroxyphenyl)propanoate → Methyl N-[N-(3-nitrophenylacetyl)-L-alaninyl]-2-amino3-(3-hydroxyphenyl)propionate

https://huagongshe.com/reaction/636195

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-amino-3-(3-hydroxyphenyl)propanoateHCID 22386100—
ReactantN-(3-Nitrophenylacetyl)-L-alanineHCID 53788870—
SolventEthyl AcetateHCID 8857—
ProductMethyl N-[N-(3-nitrophenylacetyl)-L-alaninyl]-2-amino3-(3-hydroxyphenyl)propionateHCID 10159696—

Reaction Steps

Following General Procedure C and using N-(3-nitrophenylacetyl)-L-alanine (prepared from 3-nitrophenylacetic acid (Aldrich) and L-alanine ethyl ester hydrochloride (Sigma) using General Procedure C, followed by hydrolysis using General Procedure AF) and methyl 2-amino-3-(3-hydroxyphenyl)propionate (prepared from 2-amino-3-(3-hydroxyphenyl)propionate (Biosynth AG, Switzerland) and methanol using General Procedure H), the title compound was prepared as a solid (mp=155-159° C.). The reaction was monitored by tlc (Rf=0.4 in EtOAc) and the product was purified by silica gel chromatography using EtOAc as the eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06191166B1
Source datasetuspto-grants-2001_02
ORD IDord-bb03d283650a42b19711bfaf1c6d8dfc
Source noteuspto-grants-2001_02