F 1893 → (2S,4EZ)-N-[(2S)-2-hydroxy-2-phenylethyl]-4-(methoxyimino)-1-{[2'-chloro[1,1'-biphenyl]-4-yl]carbonyl}-2-pyrrolidinecarboxamide

HRID 1745344

Reaktionsgleichung

Reaktionsgleichung von HRID 1745344
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.[Cl: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)=[CH:28][CH:27]=1.[NH2:35][CH2:36][C@H:37]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[OH:38]>>[OH:38][C@@H:37]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:36][NH:35][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:28]=[CH:27][C:26]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[Cl:19])=[CH:31][CH:30]=1)=[O:7])=[O:18]

Komponenten

4

Edukt 3

HCID 160722F 1893HCID 643217(1S)-2-amino-1-phenylethan-1-olHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Produkt 1

HCID 91019723(2S,4EZ)-N-[(2S)-2-hydroxy-2-phenylethyl]-4-(methoxyimino)-1-{[2'-chloro[1,1'-biphenyl]-4-yl]carbonyl}-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′-chloro[1,1′-biphenyl]-4-carboxylic acid, and (1S)2-amino-1-phenylethanol, the title compound was obtained in 89% purity by HPLC. MS(ESI+): m/z=492.

Quellen und Nachweise

ORD-Eintrag
ord-4b942160b12345dfa25d59a2044835f2
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07018988B2

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