(+)-L-Leucine methyl ester → (S)-4-Methyl-2-{[5-morpholin-4-yl-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carbonyl]-amino}-pentanoic acid methyl ester

HRID 639329

Reaktionsgleichung

Reaktionsgleichung von HRID 639329
OC[C@@H](NC(C1C=NC(N2CCCC2)=C(OCCC)N=1)=O)CC(C)C.[N:26]1([C:32]2[N:33]=[CH:34][C:35]([C:44]([OH:46])=O)=[N:36][C:37]=2[O:38][CH2:39][C:40]([F:43])([F:42])[F:41])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1.[CH3:47][O:48][C:49](=[O:56])[C@H:50]([CH2:52][CH:53]([CH3:55])[CH3:54])[NH2:51]>>[CH3:47][O:48][C:49](=[O:56])[C@@H:50]([NH:51][C:44]([C:35]1[CH:34]=[N:33][C:32]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)=[C:37]([O:38][CH2:39][C:40]([F:41])([F:42])[F:43])[N:36]=1)=[O:46])[CH2:52][CH:53]([CH3:55])[CH3:54]

Komponenten

4

Edukt 3

HCID 65105(+)-L-Leucine methyl esterHCID 248312586-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amideHCID 685668095-Morpholin-4-yl-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid

Produkt 1

HCID 24831738(S)-4-Methyl-2-{[5-morpholin-4-yl-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carbonyl]-amino}-pentanoic acid methyl ester

Versuchsvorschrift

In analogy to the procedure described for the synthesis of 6-propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amide (example 10, step d) the title compounds was prepared from 5-morpholin-4-yl-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid and (S)-leucine methyl ester (commercially available). m/z (ES+): 435.3 (M+H).

Quellen und Nachweise

ORD-Eintrag
ord-952a504ad21d4fe9b7e4d8226f00887f
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691863B2

Verknüpfte Notizen

Wird geladen…