(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 67009828, compound

HRID 1630154Notes

Reaction equation

HRID 1630154 reaction equation
Cl.[CH3:2][CH:3]([CH3:8])[CH2:4][C:5](O)=[O:6].[NH2:9][C@@H:10]([CH2:28][O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)=[CH:16][CH:15]=1)=[O:12]>>[CH2:30]([O:29][CH2:28][C@H:10]([NH:9][C:5](=[O:6])[CH2:4][CH:3]([CH3:8])[CH3:2])[C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)=[CH:16][CH:15]=1)=[O:12])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 86659470HCID 86659470, compound

Product 1

HCID 67009828HCID 67009828, compoundYield 53.8%

Procedure

Proceeding as in Example 1, but substituting 3-methylbutanoic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 233, (S)—N-(3-(benzyloxy)-1-(4-(4-fluorophenoxy)phenylamino)-1-oxopropan-2-yl)-3-methylbutanamide (3 mg, 53.8%). MS (EI) for C27H29FN2O4. found 465.5 (MH+).

Sources & evidence

ORD record
ord-17802dac5265440680ac9f1dfc3938ed
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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