Glycine ethyl ester → N-formyl-L-phenylalanyl-glycine ethyl ester

HRID 1287252노트

반응식

HRID 1287252 반응식
[CH:1]([NH:3][C@H:4]([C:12]([OH:14])=O)[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:2].[CH2:15]([O:17][C:18](=[O:21])[CH2:19][NH2:20])[CH3:16].C([N+]#[C-])(C)(C)C>O1CCOCC1>[CH2:15]([O:17][C:18](=[O:21])[CH2:19][NH:20][C:12](=[O:14])[C@H:4]([CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:3][CH:1]=[O:2])[CH3:16]

참가 물질

5

반응물 3

HCID 12176Glycine ethyl esterHCID 23577Tert-Butyl isocyanideHCID 759256N-Formyl-L-phenylalanine

생성물 1

HCID 12052887N-formyl-L-phenylalanyl-glycine ethyl ester수율 55.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 3.9 g (20 mM) N-formyl-L-phenylalanine, 2.5 g (24 mM) glycine ethyl ester, and 1.7 g (20 mM) tert-butyl isonitrile in 30 ml dioxane was heated at 40° - 50°C for 28 hours. It was then evaporated to dryness, and the residue was dissolved in 300 ml methylene chloride. The solution was washed as in the preceding examples, dried, and evaporated. The residue was crystallized from carbon tetrachloride and petroleum ether to produce 3.1 g N-formyl-L-phenylalanyl-glycine ethyl ester (48% yield based on the glycine ethyl ester).

후처리

  1. customIt was then evaporated to dryness
  2. dissolutionthe residue was dissolved in 300 ml methylene chloride
  3. customdried
  4. customevaporated
  5. customThe residue was crystallized from carbon tetrachloride and petroleum ether

출처 및 근거

ORD 기록
ord-0c1ee28329a545dc9382d7bb17eae7ab
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03984417

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