Water → 2-(N-allyloxycarbonylaminomethyl)-3-t-butyldimethylsilyloxy-1-methanesulfonyloxybutane

HRID 1975458노트

반응식

HRID 1975458 반응식
[CH2:1]([O:4][C:5]([NH:7][CH2:8][CH:9]([CH:12]([O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH3:13])[CH2:10][OH:11])=[O:6])[CH:2]=[CH2:3].C(N(CC)CC)C.[CH3:29][S:30](Cl)(=[O:32])=[O:31].O>ClCCl>[CH2:1]([O:4][C:5]([NH:7][CH2:8][CH:9]([CH:12]([O:14][Si:15]([C:18]([CH3:20])([CH3:19])[CH3:21])([CH3:16])[CH3:17])[CH3:13])[CH2:10][O:11][S:30]([CH3:29])(=[O:32])=[O:31])=[O:6])[CH:2]=[CH2:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 190993042-(N-allyloxycarbonylaminomethyl)-3-t-butyldimethylsilyloxybutan-1-ol

생성물 1

HCID 190992922-(N-allyloxycarbonylaminomethyl)-3-t-butyldimethylsilyloxy-1-methanesulfonyloxybutane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 7.00 g of 2-(N-allyloxycarbonylaminomethyl)-3-t-butyldimethylsilyloxybutan-1-ol and 4.60 ml of triethylamine in 35 ml of dichloromethane was added dropwise 2.05 ml of methanesulfonyl chloride at -10° C. After stirring for 3 hours, water was added to the reaction mixture and then the solution was extracted with chloroform. The organic layer was washed in turn with 1N hydrochloric acid and brine, and dried over anhydrous magnesium sulfate. Evaporation of the solvent followed by a column chromatography on silica gel (hexane:ethyl acetate=3:1) gave 8.8 g of 2-(N-allyloxycarbonylaminomethyl)-3-t-butyldimethylsilyloxy-1-methanesulfonyloxybutane.

후처리

  1. extractionthe solution was extracted with chloroform
  2. washThe organic layer was washed in turn with 1N hydrochloric acid and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-269551bf851f43f3837d408f9e7ddef1
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05286721

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