(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 45376501, compound

HRID 1630162Notes

Reaction equation

HRID 1630162 reaction equation
Cl.[CH3:2][C@@H:3]([CH2:8][CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])[CH2:4][C:5]([OH:7])=O.[NH2:14][C@@H:15]([CH2:33][O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:16]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[CH:21][CH:20]=1)=[O:17]>>[CH2:35]([O:34][CH2:33][C@H:15]([NH:14][C:5](=[O:7])[CH2:4][C@@H:3]([CH3:2])[CH2:8][CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])[C:16]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)=[CH:21][CH:20]=1)=[O:17])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

3

Reactant 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 86659474HCID 86659474, compound

Product 1

HCID 45376501HCID 45376501, compoundYield 46.9%

Procedure

Proceeding as in Example 1, but substituting (S)-3,7-dimethyloct-6-enoic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 248, (S)—N—((S)-3-(benzyloxy)-1-(4-(4-fluorophenoxy)phenylamino)-1-oxopropan-2-yl)-3,7-dimethyloct-6-enamide (3 mg, 46.9%). MS (EI) for C32H37FN2O4. found 533.7 (MH+).

Sources & evidence

ORD record
ord-abaf73d6fef145ab9a4bede2d19b21ec
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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