1,1-Dimethylethyl (3R)-3-aminobutanoate → (R)-3-((S)-2-(4,4-Dimethyl-3-(4-styrylbenzyl)-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetylamino)-3-methylpropionic Acid

HRID 433223Notes

Reaction equation

HRID 433223 reaction equation
[CH3:1][C:2]1([CH3:21])[C:6](=[O:7])[N:5]([C@@H:8]([CH2:16][CH:17]([CH3:19])[CH3:18])[C:9]([O:11]C(C)(C)C)=O)[C:4](=[O:20])[NH:3]1.Cl[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.[NH2:38][C@H:39]([CH3:48])[CH2:40][C:41]([O:43]C(C)(C)C)=[O:42]>>[CH3:21][C:2]1([CH3:1])[C:6](=[O:7])[N:5]([C@@H:8]([CH2:16][CH:17]([CH3:18])[CH3:19])[C:9]([NH:38][C@H:39]([CH3:48])[CH2:40][C:41]([OH:43])=[O:42])=[O:11])[C:4](=[O:20])[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

Participants

4

Reactant 3

HCID 27338261,1-Dimethylethyl (3R)-3-aminobutanoateHCID 35309884-ChloromethylstilbeneHCID 86759309tert-butyl (S)-2-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetate

Product 1

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

Procedure

The compound was prepared according to the general preparation processes, steps A, B, D, E and J. In step D, tert-butyl (S)-2-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetate was alkylated with 4-chloromethylstilbene. In step J, tert-butyl (R)-3-amino-3-methylpropionate was employed as an amino compound.

Workup

  1. customThe compound was prepared
  2. customaccording to the general preparation processes, steps A, B, D, E and J

Sources & evidence

ORD record
ord-0b772484ae9d4614a9da21c0f6167bbe
Source dataset
uspto-grants-2003_12
Patent number
US06667334B1

Reaction notes

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