Water → N1-[2-(4-cyanophenoxy)-1-methylethyl)-N2-(3-tetrahydrofuranyl)oxycarbonyl-L-valinamide

HRID 1900185ノート

反応式

HRID 1900185 の反応式
CN1CCOCC1.Cl[C:9]([O:11][CH:12]1[CH2:16][CH2:15][O:14][CH2:13]1)=[O:10].Cl.[C:18]([C:20]1[CH:37]=[CH:36][C:23]([O:24][CH2:25][CH:26]([NH:28][C:29](=[O:35])[C@H:30]([CH:32]([CH3:34])[CH3:33])[NH2:31])[CH3:27])=[CH:22][CH:21]=1)#[N:19].O>C(Cl)Cl>[C:18]([C:20]1[CH:21]=[CH:22][C:23]([O:24][CH2:25][CH:26]([NH:28][C:29](=[O:35])[C@H:30]([CH:32]([CH3:33])[CH3:34])[NH:31][C:9]([O:11][CH:12]2[CH2:16][CH2:15][O:14][CH2:13]2)=[O:10])[CH3:27])=[CH:36][CH:37]=1)#[N:19]

参加物

6

反応物 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 15291007Oxolan-3-yl chloroformateHCID 22866849N1-[2-(4-cyanophenoxy)-1-methylethyl]L-valinamide hydrochloride

生成物 1

HCID 86749989N1-[2-(4-cyanophenoxy)-1-methylethyl)-N2-(3-tetrahydrofuranyl)oxycarbonyl-L-valinamide収率 60.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.0 g of N-methylmorpholine, and subsequently 0.7 g of 3-tetrahydrofuranyl chloroformate were added to a suspension containing 1.5 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide hydrochloride suspended in 100 ml of methylene chloride at -20° C. The mixture was allowed to sit and warm naturally to room temperature and stirred for 2 hours at room temperature. Water was subsequently added to the reaction mixture. After the dichloromethane layer was washed with water, the organic layer was dried over anhydrous magnesium sulfate and then the methylene chloride was removed under reduced pressure. The residue was purified by column chromatography on silica gel, thus obtaining 1.1 g of the desired product in the form of white powder (yield: 61%).

後処理

  1. washAfter the dichloromethane layer was washed with water
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customthe methylene chloride was removed under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-4544edfb754f4158a47e51118dc53b11
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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