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

HRID 433225Notes

Reaction equation

HRID 433225 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.[CH2:22]([O:29][C:30]1[CH:37]=[CH:36][C:33]([CH2:34]Br)=[CH:32][CH:31]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[NH2:38][C@H:39]([CH3:48])[CH2:40][C:41]([O:43]C(C)(C)C)=[O:42]>>[CH2:22]([O:29][C:30]1[CH:37]=[CH:36][C:33]([CH2:34][N:3]2[C:2]([CH3:1])([CH3:21])[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]2=[O:20])=[CH:32][CH:31]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 27338261,1-Dimethylethyl (3R)-3-aminobutanoateHCID 104927561-(Benzyloxy)-4-(bromomethyl)benzeneHCID 86759309tert-butyl (S)-2-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetate

Product 1

HCID 9892992(R)-3-((S)-2-(3-(4-Benzyloxybenzyl)-4,4-dimethyl-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-benzyloxybenzyl bromide. In step J, the amino compound employed was tert-butyl (R)-3-amino-3-methylpropionate.

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-08d1a1ccf734432aa2baf628a7c27924
Source dataset
uspto-grants-2003_12
Patent number
US06667334B1

Reaction notes

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