Ethyl pyruvate → N-(Phenyl-furazan-3-yl)-D,L-alanine

HRID 23011

反応式

HRID 23011 の反応式
[C:1]1([C:7]2[C:8]([NH2:12])=[N:9][O:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]([O:18]CC)(=[O:17])[C:14]([CH3:16])=O>C(O)C.[Pt]>[C:1]1([C:7]2[C:8]([NH:12][CH:14]([C:13]([OH:18])=[O:17])[CH3:16])=[N:9][O:10][N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 2

HCID 12041Ethyl pyruvateHCID 1391324-Phenyl-1,2,5-oxadiazol-3-amine

生成物 1

HCID 22312046N-(Phenyl-furazan-3-yl)-D,L-alanine

試薬・触媒・溶媒 2

HCID 23939Platinum触媒HCID 702Ethanol溶媒

実験手順

4-Phenyl-furazan-3-ylamine (Maybridge) and ethyl pyruvate (Aldrich) were dissolved in dry ethanol. Platinum on sulfide carbon (5%) was added and the resulting mixture was hydrogenated (1000 psi, H2) at 150° C. for 8 hours. The reaction mixture was then filtered through Celite and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography using CHCl3 as the eluent to provide the title compound as its ethyl ester. The ethyl ester was then hydrolyzed using General Procedure II-A, Method B (LiOH/H2O/dioxane) to provide the title compound.

後処理

  1. customat 150° C.
  2. customfor 8 hours
  3. filtrationThe reaction mixture was then filtered through Celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-7c1ca55354a64663aaf7a45118fb74d9
出典データセット
uspto-grants-2005_02
特許番号
US06849650B2

関連ノート

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