(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 67010607, compound

HRID 1630136Notes

Reaction equation

HRID 1630136 reaction equation
Cl.[S:2]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([OH:10])=O)[CH2:3]1.[NH2:11][C@@H:12]([CH2:30][O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)=[CH:18][CH:17]=1)=[O:14]>>[CH2:32]([O:31][CH2:30][C@H:12]([NH:11][C:8](=[O:10])[CH2:7][N:4]1[CH2:5][CH2:6][S:2][CH2:3]1)[C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)=[CH:18][CH:17]=1)=[O:14])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 67009887HCID 67009887, compound

Product 1

HCID 67010607HCID 67010607, compoundYield 22.8%

Procedure

Proceeding as in Example 1, but substituting 2-(thiazolidin-3-yl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 235, (S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(2-(thiazolidin-3-yl)acetamido)propanamide (9.3 mg, 22.8%). MS (EI) for C27H28FN3O4S. found 510.5 (MH+).

Sources & evidence

ORD record
ord-8e4168d843cc48f5a952a8904ca6d748
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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