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

HRID 1900171
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HRID 1900171 반응식
CN1CCOCC1.Cl[C:9]([O:11][CH:12]([CH3:14])[CH3:13])=[O:10].Cl.[C:16]([C:18]1[CH:35]=[CH:34][C:21]([O:22][CH2:23][CH:24]([NH:26][C:27](=[O:33])[C@H:28]([CH:30]([CH3:32])[CH3:31])[NH2:29])[CH3:25])=[CH:20][CH:19]=1)#[N:17].O>C(Cl)Cl>[C:16]([C:18]1[CH:19]=[CH:20][C:21]([O:22][CH2:23][CH:24]([NH:26][C:27](=[O:33])[C@H:28]([CH:30]([CH3:31])[CH3:32])[NH:29][C:9]([O:11][C:12]([CH3:14])=[CH2:13])=[O:10])[CH3:25])=[CH:34][CH:35]=1)#[N:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 7917Isopropyl chloroformateHCID 79724-MethylmorpholineHCID 22866849N1-[2-(4-cyanophenoxy)-1-methylethyl]L-valinamide hydrochloride

생성물 1

HCID 54557867N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-isopropenyloxycarbonyl-L-valinamide수율 22.2%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

0.6 g of N-methylmorpholine, and subsequently 0.4 g of isopropyl chloroformate were added to a solution containing 0.9 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]L-valinamide hydrochloride dissolved in 50 ml of methylene chloride at -15° C. The mixture was allowed to sit and warm naturally to room temperature and stirred for 15 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 0.23 g of the desired product in the form of colorless grains (yield: 13% ).

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-84bb9bd545154f11a97a30c5967bd9d5
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05574064

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