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

HRID 1287252ノート

反応式

HRID 1287252 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 12052887N-formyl-L-phenylalanyl-glycine ethyl ester収率 55.2%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0c1ee28329a545dc9382d7bb17eae7ab
出典データセット
uspto-grants-1976_10
特許番号
US03984417

反応ノート

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