Triethylamine → HCID 178501424、化合物

HRID 620061

反応式

HRID 620061 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:17]([OH:19])=O)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.Cl.[CH3:22][O:23][C:24](=[O:33])[C@H:25]([CH2:27][C:28]1[N:32]=[CH:31][NH:30][CH:29]=1)[NH2:26].C(N(CC)CC)C.CC(C)=O.C(=O)=O>C(Cl)Cl.C(OCC)(=O)C>[CH3:22][O:23][C:24](=[O:33])[C@H:25]([CH2:27][C:28]1[N:32]=[CH:31][NH:30][CH:29]=1)[NH:26][C:17](=[O:19])[C@H:9]([CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 18522661Acetone cardiceHCID 178419105HCID 178419105、化合物

生成物 1

HCID 178501424HCID 178501424、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

43.73 g (164 mmol) of N-tert.-butoxycarbonyl-L-phenylalanine and 34.5 g (142 mmol) of L-histidine methyl ester dihydrochloride are taken in 400 ml of methylene chloride. 100 g (1 mol) of triethylamine are added at -20° C. (acetone/dry ice bath), while stirring. 111 ml (0.171 mol) of propanephosphonic acid anhydride solution (50% strength in methylene chloride) are now added dropwise to the cooled mixture. The mixture is allowed to warm to room temperature overnight. The solvent is stripped off and the crude product is taken up in 500 ml of ethyl acetate. The organic phase is washed 4 times with 200 ml of saturated sodium bicarbonate solution each time, 3 times with 0.1N hydrochloric acid and once with saturated sodium chloride solution, dried over magnesium sulphate and concentrated in vacuo.

後処理

  1. washThe organic phase is washed 4 times with 200 ml of saturated sodium bicarbonate solution each time, 3 times with 0.1N hydrochloric acid
  2. dry with materialonce with saturated sodium chloride solution, dried over magnesium sulphate
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-424864dd986c4fbc8974bbe9e2738ba8
出典データセット
uspto-grants-1989_04
特許番号
US04818748

関連ノート

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