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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180801Generated: October 30, 2026

Methyl L-phenylalaninate hydrochloride → N-[N-(Cyclopropylacetyl)-L-alaninyl]-L-phenylalanine Methyl Ester

https://huagongshe.com/reaction/2180801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl L-phenylalaninate hydrochlorideHCID 75736—
ReactantTert-butoxycarbonylalanineHCID 85082—
ReactantCyclopropaneacetic acidHCID 138440—
ReactantAlanylphenylalanine methyl esterHCID 12988705—
ProductN-[N-(Cyclopropylacetyl)-L-alaninyl]-L-phenylalanine Methyl EsterHCID 22895032—

Reaction Steps

Following General Procedure U and using cyclopropylacetic acid (Lancaster) and N-(L-alaninyl)-L-phenylalanine methyl ester (prepared by coupling N-BOC-L-alanine (Bachem) with L-phenylalanine methyl ester hydrochloride (Bachem) using General Procedure U, followed by removal of the BOC-group using General Procedure Y), the title compound was prepared as a solid (mp=128-131° C.). The reaction was monitored by tlc (Rf=0.14 in 1:1 EtOAc/hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06888022B2
Source datasetuspto-grants-2005_05
ORD IDord-14a39d515ac640d19b92512566b92294
Source noteuspto-grants-2005_05