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

HRID 2394325

反応式

HRID 2394325 の反応式
CN1[CH2:7][CH2:6][O:5][CH2:4]C1.[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].ClC(S[C:32]1C=C[CH:35]=[CH:34][CH:33]=1)=S.[OH2:38]>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:4]([O:5][C:6]2[CH:7]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:38])[CH3:17])=[CH:26][CH:27]=1)#[N:9]

参加物

6

反応物 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 592675Phenyl ChlorodithioformateHCID 22866848N1-[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide

生成物 1

HCID 53713420N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-phenoxycarbonyl-L-valinamide収率 66%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.5 g of N-methylmorpholine was added to a suspension containing 1.4 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide suspended in 40 ml of methylene chloride, at -15° C. After 0.9 g of phenyl chlorodithioformate 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 subsequently the whole mixture 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 yielding 1.4 g of the desired product in the form of a yellow glutinous substance (yield: 66%).

後処理

  1. stirringsubsequently the whole mixture was 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-b83c5895d90b4eeeb48f095caf1ac85b
出典データセット
uspto-grants-1998_09
特許番号
US05811424

関連ノート

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