(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 45376497, compound

HRID 1630155Notes

Reaction equation

HRID 1630155 reaction equation
Cl.[C:2]([OH:9])(=O)[CH2:3]/[CH:4]=[CH:5]/[CH2:6][CH3:7].[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:2](=[O:9])[CH2:3]/[CH:4]=[CH:5]/[CH2:6][CH3:7])[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 86659471HCID 86659471, compound

Product 1

HCID 45376497HCID 45376497, compoundYield 52.5%

Procedure

Proceeding as in Example 1, but substituting (E)-hex-3-enoic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 232, (S,E)-N-(3-(benzyloxy)-1-(4-(4-fluorophenoxy)phenylamino)-1-oxopropan-2-yl)hex-3-enamide (3 mg, 52.5%). MS (EI) for C28H29FN2O4. found 477.5 (MH+).

Sources & evidence

ORD record
ord-443f6ade293a46828b603f919ae61ce8
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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