(R)-4-(Oxiran-2-ylmethoxy)benzonitrile → 4-[3-[ethyl[3-((S*)-propylsulfinyl)propyl]amino]-2(R)-hydroxypropoxy]-benzonitrile

HRID 1886000노트

반응식

HRID 1886000 반응식
[CH2:1]([NH:3][CH2:4][CH2:5][CH2:6][S@:7]([CH2:9][CH2:10][CH3:11])=[O:8])[CH3:2].[O:12]1[CH2:14][C@@H:13]1[CH2:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1>C(O)(C)C>[CH2:1]([N:3]([CH2:4][CH2:5][CH2:6][S@:7]([CH2:9][CH2:10][CH3:11])=[O:8])[CH2:14][C@@H:13]([OH:12])[CH2:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1)[CH3:2]

참가 물질

4

반응물 2

HCID 6934186(R)-4-(Oxiran-2-ylmethoxy)benzonitrileHCID 86745130ethyl(3-(S*)-propylsulfinyl)propylamine

생성물 1

HCID 545546274-[3-[ethyl[3-((S*)-propylsulfinyl)propyl]amino]-2(R)-hydroxypropoxy]-benzonitrile수율 102.4%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A mixture of 3 g of ethyl (3-(S*)-propylsulfinyl)propylamine and 3.18 g of (R)-4-(oxiranylmethoxy)benzonitrile was refluxed for 16 h in 25 ml of isopropyl alcohol. After evaporation of the solvent, the crude product was dissolved in 2M hydrochloric acid, washed with ether, the solution brought to pH 11.5 with 2M sodium hydroxide and extracted with dichloromethane. Evaporation of the organic phase gave 6.11 g of an oil,

후처리

  1. customAfter evaporation of the solvent
  2. dissolutionthe crude product was dissolved in 2M hydrochloric acid
  3. washwashed with ether
  4. extractionextracted with dichloromethane
  5. customEvaporation of the organic phase

출처 및 근거

ORD 기록
ord-2570ec08fc6a424cb420763d20033be4
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05149523

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