Hydrochloric Acid → (r)-5-(2-Difluoromethoxy-phenyl)-2-((s)-1-hydroxy-2-morpholin-4-yl-2-oxo-ethyl)-pentanoic acid[(s)-1-(oxazole-2-carbonyl)-propyl]-amide

HRID 1796184Notes

Reaction equation

HRID 1796184 reaction equation
[NH2:1][C@@H:2]([CH2:10][CH3:11])[C:3]([C:5]1[O:6][CH:7]=[CH:8][N:9]=1)=[O:4].Cl.[F:13][CH:14]([F:39])[O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22][CH2:23][CH2:24][C@H:25]([C@H:29]([OH:38])[C:30]([N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1)=[O:31])[C:26](O)=[O:27]>>[O:6]1[CH:7]=[CH:8][N:9]=[C:5]1[C:3]([C@@H:2]([NH:1][C:26](=[O:27])[C@@H:25]([C@H:29]([OH:38])[C:30]([N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1)=[O:31])[CH2:24][CH2:23][CH2:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[O:15][CH:14]([F:13])[F:39])[CH2:10][CH3:11])=[O:4]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 58619505(R)-5-(2-Difluoromethoxy-phenyl)-2-((S)-1-hydroxy-2-morpholin-4-yl-2-oxo-ethyl)-pentanoic acidHCID 58619524(S)-2-Amino-1-oxazol-2-yl-butan-1-one

Product 1

HCID 58619508(r)-5-(2-Difluoromethoxy-phenyl)-2-((s)-1-hydroxy-2-morpholin-4-yl-2-oxo-ethyl)-pentanoic acid[(s)-1-(oxazole-2-carbonyl)-propyl]-amide

Procedure

It is similarly prepared according to the general procedure for Example 10 using (S)-2-Amino-1-oxazol-2-yl-butan-1-one; hydrochloride as the amino component and (R)-5-(2-Difluoromethoxy-phenyl)-2-((S)-1-hydroxy-2-morpholin-4-yl-2-oxo-ethyl)-pentanoic acid as the acidic component but without further oxidation step.

Workup

  1. customIt is similarly prepared

Sources & evidence

ORD record
ord-65e6e246e67d4c35969e4e448fbcb326
Source dataset
uspto-grants-2006_04
Patent number
US07030116B2

Reaction notes

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