L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- → 6-[(4-Fluoro-phenyl)-hydroxy-methyl]-pyridine-2-carboxylic acid [(S)-3-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-butyl]-amide

HRID 632386

Reaktionsgleichung

Reaktionsgleichung von HRID 632386
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:18])[C:9]2[N:14]=[C:13]([C:15]([OH:17])=O)[CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.Cl.[CH3:20][C:21]1[O:25][N:24]=[C:23]([C@H:26]([CH2:28][CH:29]([CH3:31])[CH3:30])[NH2:27])[N:22]=1.C(OC(N[C@@H](CC(C)C)C(O)=O)=O)(C)(C)C>>[CH3:30][CH:29]([CH3:31])[CH2:28][C@H:26]([NH:27][C:15]([C:13]1[CH:12]=[CH:11][CH:10]=[C:9]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[OH:18])[N:14]=1)=[O:17])[C:23]1[N:22]=[C:21]([CH3:20])[O:25][N:24]=1

Komponenten

4

Edukt 3

HCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 710873416-((4-Fluorophenyl)(hydroxy)methyl)picolinic acidHCID 71087826(S)-5-methyl-alpha-(2-methylpropyl)-1,2,4-oxadiazole-3-methanamine hydrochloride

Produkt 1

HCID 711057026-[(4-Fluoro-phenyl)-hydroxy-methyl]-pyridine-2-carboxylic acid [(S)-3-methyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-butyl]-amide

Versuchsvorschrift

The title compound was synthesized in analogy to Example 1, using 6-((4-fluorophenyl)(hydroxy)methyl)picolinic acid and (S)-5-methyl-α-(2-methylpropyl)-1,2,4-oxadiazole-3-methanamine hydrochloride (which was prepared from (2S)-2-[(tert-butoxycarbonyl)amino]-4-methylpentanoic acid (CAN 13139-15-6) in analogy to the procedures described in Example 38 a to e) as starting materials. MS (EI): m/e=399.2 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-e0c2caf64fa344c1bcbc2e0178d3496f
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321727B2

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