4-Morpholin-4-yl-4-oxo-2-benzylsulfonylmethyl-butyric acid → 4-Morpholin-4-yl-4-oxo-2-benzylsulfonylmethyl-N-[(S)-1-(5-phenyl-1,2,4-oxadiazole-3-carbonyl)-propyl]-butyramide

HRID 1830200Notes

Reaction equation

HRID 1830200 reaction equation
[N:1]1([C:7](=[O:24])[CH2:8][CH:9]([CH2:13][S:14]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:16])=[O:15])[C:10]([OH:12])=O)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH2:25][CH:26]([CH2:40][CH3:41])[C@@H:27]([C:29]1[N:33]=[C:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[O:31][N:30]=1)[OH:28]>>[N:1]1([C:7](=[O:24])[CH2:8][CH:9]([CH2:13][S:14]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:16])=[O:15])[C:10]([NH:25][C@H:26]([C:27]([C:29]2[N:33]=[C:32]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[O:31][N:30]=2)=[O:28])[CH2:40][CH3:41])=[O:12])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 220539874-Morpholin-4-yl-4-oxo-2-benzylsulfonylmethyl-butyric acidHCID 67301524(S)-2-Amino-1-(5-phenyl-1,2,4-oxadiazol-3-yl)-butan-1-ol

Product 1

HCID 586494964-Morpholin-4-yl-4-oxo-2-benzylsulfonylmethyl-N-[(S)-1-(5-phenyl-1,2,4-oxadiazole-3-carbonyl)-propyl]-butyramide

Procedure

Similarly prepared according to the procedure for Example 43 but using 4-morpholin-4-yl-4-oxo-2-benzylsulfonylmethyl-butyric acid and (S)-2-amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol; MS: 569 (MH+), LCMS retention time 4.1 min; 1H NMR (CDCl3) 8.18 (d, J=7.9 Hz, 2H), 7.74–7.31 (m, 9H), 5.27 (m, 1H), 4.25 (m, 2H), 3.71–3.41 (m, 8H), 2.95 (m, 1H), 2.78–2.70 (m, 2H), 2.10 (m, 1H), 1.85 (m, 1H), 1.0 (m, 3H).

Workup

  1. customSimilarly prepared

Sources & evidence

ORD record
ord-a071c4ab5a144a6cb0291be1a0b6be83
Source dataset
uspto-grants-2006_06
Patent number
US07064123B1

Reaction notes

Loading…