Phenylsulfamate → 2-[1-(1-Isopropyl-cyclopropoxysulfonylaminocarbonyl)-2-vinyl-cyclopropylcarbamoyl]-4-(6-methoxy-isoquinolin-1-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]([O:13][C:14]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH3:25])=[CH:21][CH:22]=3)[CH:17]=[CH:16][N:15]=2)[CH2:10][CH:9]1[C:26](=[O:36])[NH:27][C:28]1([C:33]([OH:35])=O)[CH2:30][CH:29]1[CH:31]=[CH2:32])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:37]([C:40]1([O:43][S:44](=[O:47])(=[O:46])[NH2:45])[CH2:42][CH2:41]1)([CH3:39])[CH3:38].C1(OS(=O)(=O)N)C=CC=CC=1.C(C1(O)CC1)(C)C>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]([O:13][C:14]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH3:25])=[CH:21][CH:22]=3)[CH:17]=[CH:16][N:15]=2)[CH2:10][CH:9]1[C:26](=[O:36])[NH:27][C:28]1([C:33]([NH:45][S:44]([O:43][C:40]2([CH:37]([CH3:39])[CH3:38])[CH2:42][CH2:41]2)(=[O:47])=[O:46])=[O:35])[CH2:30][CH:29]1[CH:31]=[CH2:32])=[O:7])([CH3:4])([CH3:2])[CH3:3]Participants
5
Reactant 4
Product 1
Procedure
2-[1-(1-Isopropyl-cyclopropoxysulfonylaminocarbonyl)-2-vinyl-cyclopropylcarbamoyl]-4-(6-methoxy-isoquinolin-1-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester was prepared according the method presented in the synthesis of Compound 51. Treatment of 2-(1-carboxy-2-vinyl-cyclopropylcarbamoyl)-4-(6-methoxy-isoquinolin-1-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester with sulfamic acid 1-isopropyl-cyclopropyl ester, synthesized according to the method presented in the synthesis of sulfamic acid phenyl ester in Example 1 utilizing 1-isopropyl cyclopropanol, yielded the desired sulfamic ester.
Sources & evidence
- ORD record
- ord-9d8d28c3cc7d4c7395e524c82e19a07b
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08809267B2
Reaction notes
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