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

HRID 1580548노트

반응식

HRID 1580548 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 percent 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-61d9af6085214577b7e9b36f5073a691
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03933783

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