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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230306Generated: October 30, 2026

(2S)-2-(azepane-1-carbonylamino)-4-methylpentanoic acid → 2-{2-[(Azepane-1-carbonyl)-amino]-4-methyl-pentanoylamino}-3-(4-benzyloxy-phenyl)-propionic acid methyl ester

https://huagongshe.com/reaction/2230306

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-(azepane-1-carbonylamino)-4-methylpentanoic acidHCID 7530182—
ReactantO-Methyl-L-tyrosine methyl esterHCID 10856719—
SolventEthyl AcetateHCID 8857—
Product2-{2-[(Azepane-1-carbonyl)-amino]-4-methyl-pentanoylamino}-3-(4-benzyloxy-phenyl)-propionic acid methyl esterHCID 70060432151%

Reaction Steps

A solution of the product from Example Z (2(S)-[(azepane-1-carbonyl)-amino]-4-methyl-pentanoic acid) (0.20 g, 0.78 mmol) and 2(S)-amino-3-(4-methoxy-phenyl)-propionic acid methyl ester (Bachem, 0.277 g, 0.86 mmol) were coupled according to the procedure described in Example 3. The residue was passed through a plug of silica gel eluting with ethyl acetate. The material obtained was purified by crystallization from hot hexane/ethyl acetate to give the title compound as a white solid (0.34 g, 83%), mp=72-74° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06423689B1
Source datasetuspto-grants-2002_07
ORD IDord-065f830b14d44c96a61887b5f7fc3078
Source noteuspto-grants-2002_07