(R)-3-((S)-2-(4,4-Dimethyl-3-(4-styrylbenzyl)-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-methylpropionic Acid → (r)-3-((s)-2-(4,4-Dimethyl-3-(4-(2-phenylethyl)benzyl)-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-methylpropionic acid

HRID 433224Notes

Reaction equation

HRID 433224 reaction equation
[CH3:1][C:2]1([CH3:38])[C:6](=[O:7])[N:5]([C@@H:8]([CH2:18][CH:19]([CH3:21])[CH3:20])[C:9]([NH:11][C@H:12]([CH3:17])[CH2:13][C:14]([OH:16])=[O:15])=[O:10])[C:4](=[O:22])[N:3]1[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([CH:30]=[CH:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:26][CH:25]=1.[H][H]>[Pd].CO>[CH3:38][C:2]1([CH3:1])[C:6](=[O:7])[N:5]([C@@H:8]([CH2:18][CH:19]([CH3:21])[CH3:20])[C:9]([NH:11][C@H:12]([CH3:17])[CH2:13][C:14]([OH:16])=[O:15])=[O:10])[C:4](=[O:22])[N:3]1[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 68420215(R)-3-((S)-2-(4,4-Dimethyl-3-(4-styrylbenzyl)-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-methylpropionic AcidHCID 178418361HCID 178418361, compound

Product 1

HCID 9828091(r)-3-((s)-2-(4,4-Dimethyl-3-(4-(2-phenylethyl)benzyl)-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-methylpropionic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound was prepared by catalytic hydrogenation of the styryl compound obtained in Example 1 (Pd/C, 1 bar hydrogen overpressure, methanol, room temperature).

Sources & evidence

ORD record
ord-f4c89a5c73cd4d568b801a968751f277
Source dataset
uspto-grants-2003_12
Patent number
US06667334B1

Reaction notes

Loading…