4-(Trifluoromethyl)cyclohexanecarboxylic acid → (2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-1-(4-trifluoromethyl-cyclohexanecarbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide

HRID 1697541Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1697541
Cl.[C:2]([C:4]1([NH:7][C:8]([C@@H:10]2[CH2:14][C@@H:13]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]([F:27])([F:26])[F:25])(=[O:17])=[O:16])[CH2:12][NH:11]2)=[O:9])[CH2:6][CH2:5]1)#[N:3].[F:28][C:29]([F:40])([F:39])[CH:30]1[CH2:35][CH2:34][CH:33]([C:36](O)=[O:37])[CH2:32][CH2:31]1>>[C:2]([C:4]1([NH:7][C:8]([C@@H:10]2[CH2:14][C@@H:13]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]([F:27])([F:25])[F:26])(=[O:17])=[O:16])[CH2:12][N:11]2[C:36]([CH:33]2[CH2:32][CH2:31][CH:30]([C:29]([F:28])([F:39])[F:40])[CH2:35][CH2:34]2)=[O:37])=[O:9])[CH2:5][CH2:6]1)#[N:3]

Komponenten

3

Edukt 2

HCID 27791824-(Trifluoromethyl)cyclohexanecarboxylic acidHCID 66770594(2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride

Produkt 1

HCID 46946412(2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-1-(4-trifluoromethyl-cyclohexanecarbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide

Versuchsvorschrift

(2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride from experiment K5 was coupled with 4-(trifluoromethyl)-cyclohexane carboxylic acid in analogy to experiment A1 to give (2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-1-(4-trifluoromethyl-cyclohexanecarbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a pale yellow oil. MS: 566.3 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-5db352a2d8d447c58bb4464dbe882c7d
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163793B2

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