Nitrate(1-), oxo- → (2R)-1-Benzyl-N-{3,4-dioxo-1-phenyl-4-[(pyridin-2-ylmethyl)amino]butan-2-yl}-5-oxopyrrolidine-2-carboxamide

HRID 1474137Notes

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

Participants

Reactant 2

HCID 3001380Nitrate(1-), oxo-

HCID 67095315(2R)-1-Benzyl-N-(3-hydroxy-4-oxo-1-phenyl-4-(pyridin-2-ylmethylamino)-butan-2-yl)-5-oxopyrrolidine-2-carboxamide

Product 1

HCID 67094848(2R)-1-Benzyl-N-{3,4-dioxo-1-phenyl-4-[(pyridin-2-ylmethyl)amino]butan-2-yl}-5-oxopyrrolidine-2-carboxamide

Procedure

(2R)-1-Benzyl-N-(3-hydroxy-4-oxo-1-phenyl-4-(pyridin-2-ylmethylamino)butan-2-yl)-5-oxopyrrolidine-2-carboxamide was converted into the corresponding ketoamide as described in step 1.2 of Example 1.

Sources & evidence

ORD record: ord-58b81be8b55b45d292f2c56e47a5b539
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018206B2

Reaction notes

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