(S)-4,4-Difluoro-2-[(morpholine-4-carbonyl)-amino]-pentanoic acid → Morpholine-4-carboxylic acid {(S)-3,3-difluoro-1-[(S)-1-(3-phenyl-1,2,4-oxadiazole-5-carbonyl)-propylcarbamoyl]-butyl}-amide

HRID 1455600Notes

Reaction equation

HRID 1455600 reaction equation
[F:1][C:2]([F:18])([CH3:17])[CH2:3][C@H:4]([NH:8][C:9]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)=[O:10])[C:5]([OH:7])=O.[NH2:19][CH:20]([CH2:34][CH3:35])[C@@H:21]([C:23]1[O:27][N:26]=[C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:24]=1)[OH:22]>>[F:18][C:2]([F:1])([CH3:17])[CH2:3][C@H:4]([NH:8][C:9]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)=[O:10])[C:5](=[O:7])[NH:19][C@H:20]([C:21]([C:23]1[O:27][N:26]=[C:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:24]=1)=[O:22])[CH2:34][CH3:35]

Participants

3

Reactant 2

HCID 57535378(S)-4,4-Difluoro-2-[(morpholine-4-carbonyl)-amino]-pentanoic acidHCID 68824651(S)-2-Amino-1-(3-phenyl-1,2,4-oxadiazol-5-yl)-butan-1-ol

Product 1

HCID 11431549Morpholine-4-carboxylic acid {(S)-3,3-difluoro-1-[(S)-1-(3-phenyl-1,2,4-oxadiazole-5-carbonyl)-propylcarbamoyl]-butyl}-amide

Procedure

By proceeding in a similar manner to Example 1 above but using (S)-4,4-Difluoro-2-[(morpholine-4-carbonyl)-amino]-pentanoic acid and (S)-2-Amino-1-(3-phenyl-1,2,4-oxadiazol-5-yl)-butan-1-ol there is prepared Morpholine-4-carboxylic acid {(S)-3,3-difluoro-1-[(S)-1-(3-phenyl-1,2,4-oxadiazole-5-carbonyl)-propylcarbamoyl]-but}-amide as a solid.

Sources & evidence

ORD record
ord-e8109c1e9fd24fd09a2907b8ea436365
Source dataset
uspto-grants-2009_01
Patent number
US07482448B2

Reaction notes

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