Water → N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-phenoxythiocarbonyl-L-valinamide

HRID 1900177ノート

反応式

HRID 1900177 の反応式
CN1CCOCC1.[C:8]([C:10]1[CH:27]=[CH:26][C:13]([O:14][CH2:15][CH:16]([NH:18][C:19](=[O:25])[C@H:20]([CH:22]([CH3:24])[CH3:23])[NH2:21])[CH3:17])=[CH:12][CH:11]=1)#[N:9].[CH:28]1[CH:33]=[CH:32][C:31]([O:34][C:35](Cl)=[S:36])=[CH:30][CH:29]=1.O>C(Cl)Cl>[C:8]([C:10]1[CH:11]=[CH:12][C:13]([O:14][CH2:15][CH:16]([NH:18][C:19](=[O:25])[C@H:20]([CH:22]([CH3:23])[CH3:24])[NH:21][C:35]([O:34][C:31]2[CH:32]=[CH:33][CH:28]=[CH:29][CH:30]=2)=[S:36])[CH3:17])=[CH:26][CH:27]=1)#[N:9]

参加物

6

反応物 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 70498Phenyl thioxochloroformateHCID 22866848N1-[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide

生成物 1

HCID 54176149N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-phenoxythiocarbonyl-L-valinamide収率 75%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.4 g of N-methyhnorpholine was added to a suspension containing 1.1 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide suspended in 40 ml of methylene chloride, at -15° C. After 0.7 g of phenyl chlorothionoformate was added to the mixture at -15° C., the reaction mixture was allowed to sit and warm naturally to room temperature while being stirred, and was stirred for 15 hours at room temperature. Water was subsequently added to the reaction mixture. After the methylene chloride layer was washed with water, the organic layer was dried over anhydrous magnesium sulfate and the methylene chloride was removed under reduced pressure. The residue was purified by column chromatography on silica gel, thus obtaining 1.2 g of the desired product in the form of a yellow glutinous substance (yield: 75%).

後処理

  1. stirringwas stirred for 15 hours at room temperature
  2. washAfter the methylene chloride layer was washed with water
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. customthe methylene chloride was removed under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-1898cc8362be43a890087bf1f6bb60cd
出典データセット
uspto-grants-1996_11
特許番号
US05574064

反応ノート

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