(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 86659472, compound

HRID 1630158Notes

Reaction equation

HRID 1630158 reaction equation
Cl.[N+:2]([CH2:5][CH2:6][C:7]([OH:9])=O)([O-:4])=[O:3].[NH2:10][C@@H:11]([CH2:29][O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=[O:13]>>[CH2:31]([O:30][CH2:29][C@H:11]([NH:10][C:7](=[O:9])[CH2:6][CH2:5][N+:2]([O-:4])=[O:3])[C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=[O:13])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 86659473HCID 86659473, compound

Product 1

HCID 86659472HCID 86659472, compoundYield 46.2%

Procedure

Proceeding as in Example 1, but substituting 3-nitropropanoic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 245, (S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(3-nitropropanamido)propanamide (3 mg, 46.2%). MS (EI) for C25H24FN3O6. found 482.5 (MH+).

Sources & evidence

ORD record
ord-c4e9b4a82f4c432083dc35675d341e36
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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