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

HRID 1455601Notes

Reaction equation

HRID 1455601 reaction equation
F[C:2](F)([CH2:17]C1C=CC=CC=1)[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(O)=O.FC(F)(F)C(O)=O.NC(CC)[C@@H](C1OC(C2CC2)=NN=1)O.[CH:46]1([C:49]2[O:53][C:52]([C:54]([CH:56]([NH:59][C:60]([CH:62](NC(N3CCOCC3)=O)[CH2:63][C:64]([F:73])([F:72])[CH2:65][C:66]3C=CC=C[CH:67]=3)=[O:61])[CH2:57][CH3:58])=[O:55])=[N:51][N:50]=2)[CH2:48][CH2:47]1>>[CH:46]1([C:49]2[O:53][C:52]([C:54]([CH:56]([NH:59][C:60]([C:62]3([CH2:17][CH2:2][CH2:3][CH2:4][NH:8][C:9]([N:11]4[CH2:16][CH2:15][O:14][CH2:13][CH2:12]4)=[O:10])[CH:67]=[CH:66][CH2:65][C:64]([F:73])([F:72])[CH2:63]3)=[O:61])[CH2:57][CH3:58])=[O:55])=[N:51][N:50]=2)[CH2:48][CH2:47]1

Participants

4

Reactant 3

HCID 57535341(S)-4,4-Difluoro-2-[(morpholine-4-carbonyl)-amino]-5-phenyl-pentanoic acidHCID 57535368Morpholine-4-carboxylic acid {1-[1-(5-cyclopropyl-[1,3,4]oxadiazole-2-carbonyl)-propylcarbamoyl]-3,3-difluoro-4-phenyl-butyl}-amideHCID 68822405HCID 68822405, compound

Product 1

HCID 86607349Morpholine-4-carboxylic acid {1-[1-(5-cyclopropyl-[1,3,4]oxadiazole-2-carbonyl)-propylcarbamoyl]-3,3-difluoro-phenyl-butyl}-amide

Procedure

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

Sources & evidence

ORD record
ord-2f764e77142c4c60908ea26da9aa3791
Source dataset
uspto-grants-2009_01
Patent number
US07482448B2

Reaction notes

Loading…