N,N-Diethylethylenediamine → (2S,4EZ)-4-[(allyloxy)imino]-N-[2-(diethylamino)ethyl]-1-[(2-oxo-6-pentyl-2H-pyran-3-yl)carbonyl]-2-pyrrolidinecarboxamide

HRID 1349041

Reaktionsgleichung

Reaktionsgleichung von HRID 1349041
[CH2:1]([O:4][N:5]=[C:6]1[CH2:10][N:9]([C:11]([O:13]C(C)(C)C)=O)[C@H:8]([C:18]([OH:20])=O)[CH2:7]1)[CH:2]=[CH2:3].[O:21]=[C:22]1[C:27](C(Cl)=O)=[CH:26][CH:25]=[C:24]([CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[O:23]1.[CH2:36]([N:38]([CH2:42][CH3:43])[CH2:39][CH2:40][NH2:41])[CH3:37]>>[CH2:1]([O:4][N:5]=[C:6]1[CH2:10][N:9]([C:11]([C:27]2[C:22](=[O:21])[O:23][C:24]([CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:25][CH:26]=2)=[O:13])[C@H:8]([C:18]([NH:41][CH2:40][CH2:39][N:38]([CH2:42][CH3:43])[CH2:36][CH3:37])=[O:20])[CH2:7]1)[CH:2]=[CH2:3]

Komponenten

4

Edukt 3

HCID 60993N,N-DiethylethylenediamineHCID 222235122-oxo-6-pentyl-2H-pyran-3-carbonyl chlorideHCID 58714562(2S,4EZ)-4-[(allyloxy)imino)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Produkt 1

HCID 131726366(2S,4EZ)-4-[(allyloxy)imino]-N-[2-(diethylamino)ethyl]-1-[(2-oxo-6-pentyl-2H-pyran-3-yl)carbonyl]-2-pyrrolidinecarboxamide

Versuchsvorschrift

Following the general method as outlined in Example 22, starting from (2S,4EZ)-4-[(allyloxy)-imino]-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid, 2-oxo-6-pentyl-2H-pyran-3-carbonyl chloride, and N1,N1-diethyl-1,2-ethanediamine the title compound was obtained in 93% purity by LC/MS. MS(ESI+): m/z=475.4.

Quellen und Nachweise

ORD-Eintrag
ord-f2208c682b684f4f965eb88ee33da5ed
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07211601B2

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