N-Ethyltryptamine → N-ethyl-N-(N-benzyloxycarbonylglycyl)-tryptamine

HRID 1163909

反応式

HRID 1163909 の反応式
C(N(CC)CC)C.[CH2:8]([O:15][C:16]([NH:18][CH2:19][C:20]([OH:22])=O)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.ClC(OCC(C)C)=O.[CH2:31]([NH:33][CH2:34][CH2:35][C:36]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[NH:38][CH:37]=1)[CH3:32]>O1CCCC1>[CH2:31]([N:33]([C:20](=[O:22])[CH2:19][NH:18][C:16]([O:15][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:17])[CH2:34][CH2:35][C:36]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[NH:38][CH:37]=1)[CH3:32]

参加物

6

反応条件

温度
-15 °C

実験手順

30 ml of anhydrous tetrahydrofuran and 1.05 g of triethylamine are added to 2.17 g of N-benzyloxycarbonyl-glycine, and 1.43 g of isobutyl chloroformate are added dropwise thereto at -15° C. under stirring. A solution of 1.96 g of N-ethyl-tryptamin (i.e., 3-(2-ethylamino)ethylindole) in 40 ml of anhydrous tetrahydrofuran is added dropwise to the mixture at the same temperature, and said mixture is stirred at 0° C. for one hour and further stirred at room temperature for 16 hours. After the reaction, the reaction mixture is evaporated to remove solvent. The residue (oil) is purified by silica gel chromatography (Solvent: ethyl acetate-chloroform (1:1). 4.0 g of N-ethyl-N-(N-benzyloxycarbonylglycyl)-tryptamine are thereby obtained as a colorless oil. Yield: 100%.

後処理

  1. additionare added dropwise
  2. stirringis stirred at 0° C. for one hour
  3. stirringfurther stirred at room temperature for 16 hours
  4. customAfter the reaction
  5. customthe reaction mixture is evaporated
  6. customto remove solvent
  7. customThe residue (oil) is purified by silica gel chromatography (Solvent

出典と根拠

ORDレコード
ord-c07ad14976464c3099faf93d61d2dd8f
出典データセット
uspto-grants-1983_01
特許番号
US04367230

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