4-Nitrophenyl formate → (2S,4R)-1-formyl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide

HRID 1697538Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1697538
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].[CH:28](OC1C=CC([N+]([O-])=O)=CC=1)=[O:29]>>[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[CH:28]=[O:29])=[O:9])[CH2:5][CH2:6]1)#[N:3]

Komponenten

3

Edukt 2

HCID 746284-Nitrophenyl formateHCID 66770594(2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide hydrochloride

Produkt 1

HCID 59543583(2S,4R)-1-formyl-4-(2-trifluoromethyl-benzenesulfonyl)-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 p-nitrophenyl formate in analogy to experiment L27 to give (2S,4R)-1-formyl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide as a colorless oil. MS: 416.2 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-2be51e4315b447c78ebbfb768d654dc3
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163793B2

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