Perindopril → 3-[(5-Oxido-4-(phenylsulphonyl)-1,2,5-oxadiazol-3-yl)-oxy]-propionic Acid (2S,3aS,7aS)-1-[(2S)-2-{[(1S)-1-(ethoxycarbonyl)-butyl]-amino}-propionyl]-octahydro-1H-indole-2-carboxylic Acid

HRID 1013436Notes

Reaction equation

HRID 1013436 reaction equation
[CH3:1][CH2:2][CH2:3][C@H:4]([NH:10][C@H:11]([C:13]([N:15]1[C@H:23]([C:24]([OH:26])=[O:25])[CH2:22][C@H:21]2[C@@H:16]1[CH2:17][CH2:18][CH2:19][CH2:20]2)=[O:14])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[O-:27][N+:28]1[O:32][N:31]=[C:30]([O:33][CH2:34][CH2:35][C:36]([OH:38])=[O:37])[C:29]=1[S:39]([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)(=[O:41])=[O:40]>>[O-:27][N+:28]1[O:32][N:31]=[C:30]([O:33][CH2:34][CH2:35][C:36]([OH:38])=[O:37])[C:29]=1[S:39]([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)(=[O:40])=[O:41].[CH2:8]([O:7][C:5]([C@@H:4]([NH:10][C@@H:11]([CH3:12])[C:13]([N:15]1[C@@H:16]2[C@@H:21]([CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:22][C@H:23]1[C:24]([OH:26])=[O:25])=[O:14])[CH2:3][CH2:2][CH3:1])=[O:6])[CH3:9]

Participants

3

Reactant 2

HCID 107807PerindoprilHCID 576261723-[[4-(Benzenesulfonyl)-5-oxido-1,2,5-oxadiazol-5-ium-3-yl]oxy]propanoic acid

Product 1

HCID 673181673-[(5-Oxido-4-(phenylsulphonyl)-1,2,5-oxadiazol-3-yl)-oxy]-propionic Acid (2S,3aS,7aS)-1-[(2S)-2-{[(1S)-1-(ethoxycarbonyl)-butyl]-amino}-propionyl]-octahydro-1H-indole-2-carboxylic Acid

Procedure

The compound is obtained according to the procedure described in Step E of Example 1, starting from perindopril and the compound obtained in Step B of Example 1.

Workup

  1. customThe compound is obtained

Sources & evidence

ORD record
ord-fa3e6970647b47f08448aa92d73e679b
Source dataset
uspto-grants-2011_07
Patent number
US07981920B2

Reaction notes

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