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

HRID 1900185노트

반응식

HRID 1900185 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-4544edfb754f4158a47e51118dc53b11
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05574064

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