Ethylmorpholine → HCID 54209367、化合物

HRID 2308769ノート

反応式

HRID 2308769 の反応式
C1(N=C=NC2CCCCC2)CCCCC1.[CH:16]1([C:21]([OH:23])=O)[CH2:20][CH2:19][CH2:18][CH2:17]1.C1(C)C(S(O)(=O)=O)=CC=CC=1.C([O:39][C:40](=[O:51])[C@H:41]([CH2:43][C:44]1[CH:49]=[CH:48][C:47]([Cl:50])=[CH:46][CH:45]=1)[NH2:42])(C)(C)C.C(N1CCOCC1)C>ClCCl.CN(C)C=O>[CH:16]1([C:21]([NH:42][C@H:41]([C:40]([OH:51])=[O:39])[CH2:43][C:44]2[CH:45]=[CH:46][C:47]([Cl:50])=[CH:48][CH:49]=2)=[O:23])[CH2:17][CH2:18][CH2:19][CH2:20]1

参加物

7

反応物 4

HCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 18840Cyclopentanecarboxylic acidHCID 86741768HCID 86741768、化合物

生成物 1

HCID 54209367HCID 54209367、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A cool solution of 15 mmoles of dicyclohexylcarbodiimide in dichloromethane is added to a solution of 15 mmoles of cyclopentanecarboxylic acid in dichloromethane at -5° C. 15 mmoles of 4-chloro-phenylalanine t-butyl ester toluenesulfonate salt in dimethylformamide (DMF), which is neutralized with N-ethyl morpholine, is then added. The reaction mixture is stirred at 0° C. initially and then at room temperature until the reaction is completed as judged by TLC. Dicyclohexylurea is removed by filtration and 50 ml of ethyl acetate is added to the filtrate. The organic phase is washed until neutral, dried over anhydrous MgSO4 and filtered. The solvent is removed with a rotary evaporator. The residue is crystallized from isopropanol and hexane.

後処理

  1. additionis then added
  2. customat room temperature
  3. customDicyclohexylurea is removed by filtration and 50 ml of ethyl acetate
  4. additionis added to the filtrate
  5. washThe organic phase is washed until neutral,
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. customThe solvent is removed with a rotary evaporator
  9. customThe residue is crystallized from isopropanol and hexane

出典と根拠

ORDレコード
ord-6c5c5c6dd18f469694968e9b0c8e754a
出典データセット
uspto-grants-1987_09
特許番号
US04690936

反応ノート

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