Hydroxylamine, O-(1-methylethyl)- → (2R)-1-benzyl-N-(3-hydroxy-4-(isopropoxyamino)-4-oxo-1-phenylbutan-2-yl)-5-oxopyrrolidine-2-carboxamide

HRID 1474151Notes

Reaction equation

HRID 1474151 reaction equation
[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][CH2:10][C@@H:9]1[C:14]([NH:16][CH:17]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH:18]([OH:22])[C:19](O)=[O:20])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:30]([O:33][NH2:34])([CH3:32])[CH3:31]>>[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][CH2:10][C@@H:9]1[C:14]([NH:16][CH:17]([CH:18]([OH:22])[C:19]([NH:34][O:33][CH:30]([CH3:32])[CH3:31])=[O:20])[CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 2768923Hydroxylamine, O-(1-methylethyl)-HCID 666445723-((R)-1-Benzyl-5-oxopyrrolidine-2-carboxamido)-2-hydroxy-4-phenylbutanoic Acid

Product 1

HCID 86652463(2R)-1-benzyl-N-(3-hydroxy-4-(isopropoxyamino)-4-oxo-1-phenylbutan-2-yl)-5-oxopyrrolidine-2-carboxamide

Procedure

The reaction can be carried out in analogy to reaction step 20.3 by reacting 3-((R)-1-benzyl-5-oxopyrrolidine-2-carboxamido)-2-hydroxy-4-phenylbutanoic acid with O-isopropylhydroxylamine.

Workup

  1. customThe reaction
  2. customcan be carried out in analogy to reaction step 20.3

Sources & evidence

ORD record
ord-669b133aff7947ba93252e54713353db
Source dataset
uspto-grants-2015_04
Patent number
US09018206B2

Reaction notes

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