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

HRID 2394321

反応式

HRID 2394321 の反応式
CN1CCOCC1.Cl.[C:9]([C:11]1[CH:28]=[CH:27][C:14]([O:15][CH2:16][CH:17]([NH:19][C:20](=[O:26])[C@H:21]([CH:23]([CH3:25])[CH3:24])[NH2:22])[CH3:18])=[CH:13][CH:12]=1)#[N:10].Cl[C:30]([O:32][C:33]1[CH:38]=[CH:37][CH:36]=[C:35](OC)[CH:34]=1)=[O:31].O>C(Cl)Cl>[C:9]([C:11]1[CH:12]=[CH:13][C:14]([O:15][CH2:16][CH:17]([NH:19][C:20](=[O:26])[C@H:21]([CH:23]([CH3:24])[CH3:25])[NH:22][C:30]([O:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:31])[CH3:18])=[CH:27][CH:28]=1)#[N:10]

参加物

6

反応物 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 220191803-Methoxyphenyl carbonochloridateHCID 22866849N1-[2-(4-cyanophenoxy)-1-methylethyl]L-valinamide hydrochloride

生成物 1

HCID 53713420N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-phenoxycarbonyl-L-valinamide収率 13.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.0 g of N-methylmorpholine was added to a solution containing 1.5 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide hydrochloride dissolved in 100 ml of methylene chloride, at -20° C. After 0.9 g of 3-methoxyphenyl chloroformate was added to the mixture at -20° C., the reaction mixture was allowed to sit and warm naturally to room temperature while being stirred. The whole mixture was stirred for 2 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 0.25 g of the desired product in the form of a white plated crystal (yield: 12%).

後処理

  1. stirringThe whole mixture was stirred for 2 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-a8975b2b51594056ad5e9bacda32a3b1
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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