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

HRID 23011

반응식

HRID 23011 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7c1ca55354a64663aaf7a45118fb74d9
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849650B2

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