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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230297Generated: November 3, 2026

tert-butyl (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoate → (S)-2-{(S)-2-[(Azepane-1-carbonyl)-amino]-3-methyl-pentanoylamino}-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester

https://huagongshe.com/reaction/2230297

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoateHCID 11151579—
ReactantHCID 12968579HCID 12968579—
Product(S)-2-{(S)-2-[(Azepane-1-carbonyl)-amino]-3-methyl-pentanoylamino}-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl esterHCID 12968569—

Reaction Steps

A solution of the product from Example AB ((S)-2-[(azepane-1-carbonyl)-amino]-3-methyl-pentanoic acid) (0.50 g, 1.95 mmol) and the product from Example A ((S)-2-amino-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester) (0.63 g, 1.95 mmol) were coupled according to the procedure described in Example AH. The crude reaction product was purified by chromatography (silica gel, 1:1 EtOAc/heptane) to give the title compound as a white foam, mp=53-57° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06423689B1
Source datasetuspto-grants-2002_07
ORD IDord-e0d6376f985d425f94f9bfd79931920d
Source noteuspto-grants-2002_07