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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 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 acid | HCID 9960205 | — |
| Solvent | Dichloromethane | HCID 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 acid | HCID 12044588 | 36% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06680333B2 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-8b39a3518e634d4690251a19d79510a3 |
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| Source note | uspto-grants-2004_01 |
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