2',3-Dimethyl[1,1'-biphenyl]-4-carboxylic acid → (2S,4EZ)-N-[(1R,2S)-2-(aminocarbonyl)cyclohexyl]-1-[(2',3-dimethyl[1,1'-biphenyl]-4-yl)carbonyl]-4-(methoxyimino)-2-pyrrolidinecarboxamide

HRID 1349329Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1349329
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]1[C:16]([OH:18])=O)=[O:7])(C)(C)C.[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[CH:31]=[CH:30][C:29](C(O)=O)=[C:28]([CH3:35])[CH:27]=1.[NH2:36][C@@H:37]1[CH2:42][CH2:41][CH2:40][CH2:39][C@@H:38]1[C:43]([NH2:45])=[O:44]>>[NH2:45][C:43]([C@H:38]1[CH2:39][CH2:40][CH2:41][CH2:42][C@H:37]1[NH:36][C:16]([C@@H:9]1[CH2:10][C:11](=[N:13][O:14][CH3:15])[CH2:12][N:8]1[C:6]([C:29]1[CH:30]=[CH:31][C:26]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH3:19])=[CH:27][C:28]=1[CH3:35])=[O:7])=[O:18])=[O:44]

Komponenten

4

Edukt 3

HCID 219372462',3-Dimethyl[1,1'-biphenyl]-4-carboxylic acidHCID 30069035cis-2-Amino-1-cyclohexanecarboxamideHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Produkt 1

HCID 131725661(2S,4EZ)-N-[(1R,2S)-2-(aminocarbonyl)cyclohexyl]-1-[(2',3-dimethyl[1,1'-biphenyl]-4-yl)carbonyl]-4-(methoxyimino)-2-pyrrolidinecarboxamide

Versuchsvorschrift

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, 2′,3-dimethyl[1,1′-biphenyl]-4-carboxylic acid, and (1S,2R)-2-aminocyclohexanecarboxamide, the title compound was obtained in 91% purity by HPLC. MS(ESI+): m/z=491.

Quellen und Nachweise

ORD-Eintrag
ord-1bd0d40260c344cc95ca3ed06b61dd8a
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07211601B2

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