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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 976003Generated: October 29, 2026

tert-butyl (2RS,5RS)-1-{2-[3-(3-benzyloxycarbonylphenyl)ureido]-acetyl}-5-phenylprolinate → (2RS,5RS)-3-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid

https://huagongshe.com/reaction/976003

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl (2RS,5RS)-1-{2-[3-(3-benzyloxycarbonylphenyl)ureido]-acetyl}-5-phenylprolinateHCID 76139539—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(2RS,5RS)-3-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acidHCID 2212567283%

Reaction Steps

The operation is carried out in a fashion similar to that described in Example 100, but starting from 10.2 g of tert-butyl (2RS,5SR)-1-{2-[3-(3-benzyloxycarbonylphenyl)-ureido]acetyl}-5-phenylprolinate and 1 g of 5% palladium on charcoal in 300 cm3 of ethanol. After treatment, 7.1 g of (2RS,5RS)-3-{3-[2-(2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}benzoic acid, melting at 236° C., are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05610144
Source datasetuspto-grants-1997_03
ORD IDord-1f2c5b2ad2904ef48ab0bd6fa41eec2d
Source noteuspto-grants-1997_03