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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840617Generated: October 26, 2026

Water → (r)-3-((s)-2-(4,4-Dimethyl-3-(4-(3-(2-methylphenyl)ureido)-3-hydroxybenzyl)-2,5-dioxoimidazolidin-1-yl)-2-(cyclopropylmethyl)acetylamino)-3-methylpropionic acid

https://huagongshe.com/reaction/1840617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron tribromideHCID 25134—
Reactant(r)-3-((s)-2-(4,4-Dimethyl-3-(4-(3-(2-methylphenyl)ureido)-3-methoxybenzyl)-2,5-dioxoimidazolidin-1-yl)-2-(cyclopropylmethyl)acetylamino)-3-methylpropionic acidHCID 9960205—
SolventDichloromethaneHCID 6344—
Product(r)-3-((s)-2-(4,4-Dimethyl-3-(4-(3-(2-methylphenyl)ureido)-3-hydroxybenzyl)-2,5-dioxoimidazolidin-1-yl)-2-(cyclopropylmethyl)acetylamino)-3-methylpropionic acidHCID 1204458836%

Reaction Conditions

Temperature0 °C

Reaction Steps

211 μL of boron tribromide were added under argon to a solution of 100 mg (0.169 mmol) of the compound of Example 1 in 20 mL of absolute dichloromethane at −78° C. and the reaction mixture was allowed to warm to 0° C. with ice cooling. After 30 minutes at 0° C., water was cautiously added. The phases were separated and the organic phase was dried over sodium sulfate. After filtration, removal of the solvent in vacuo, chromatographic purification by preparative HPLC and freeze drying of the product fractions, 35 mg (36%) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680333B2
Source datasetuspto-grants-2004_01
ORD IDord-8b39a3518e634d4690251a19d79510a3
Source noteuspto-grants-2004_01