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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877190Generated: October 29, 2026

Tert-butyl(+/-)-3-(3-{[{4-[(acetyloxy)methyl]phenyl}(cyclopentyl)-acetyl]amino}-2-methylphenyl)propanoate → tert-Butyl(+/-)-3-[3-({cyclopentyl[4-(hydroxymethyl)phenyl]acetyl}amino)-2-methylphenyl]propanoate

https://huagongshe.com/reaction/877190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl(+/-)-3-(3-{[{4-[(acetyloxy)methyl]phenyl}(cyclopentyl)-acetyl]amino}-2-methylphenyl)propanoateHCID 58136347—
SolventAmmoniaHCID 222—
SolventMethanolHCID 887—
Producttert-Butyl(+/-)-3-[3-({cyclopentyl[4-(hydroxymethyl)phenyl]acetyl}amino)-2-methylphenyl]propanoateHCID 58136762—

Reaction Conditions

Temperature35 °C

Reaction Steps

16.0 g (32.41 mmol) of tert-butyl(+/−)-3-(3-{[{4-[(acetyloxy)methyl]phenyl}(cyclopentyl)-acetyl]amino}-2-methylphenyl)propanoate were dissolved in 300 ml of a 2 M solution of ammonia in methanol and initially stirred at 30-40° C. for 2 h and then overnight at RT. The solution was then concentrated under reduced pressure and the residue was purified by chromatography on silica gel (mobile phase dichloromethane/methanol 100:1). This gave 13.6 g (93.1% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987256B2
Source datasetuspto-grants-2015_03
ORD IDord-ba0cebb5bb914556b274ee72d473c527
Source noteuspto-grants-2015_03