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2,3-Dihydrofuran → 1,3-O-di-(t-butyldimethylsilyl)-2-O-tetrahydrofuranylglycerol

HRID 376414
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HRID 376414 반응식
[Si:1]([O:8][CH2:9][CH:10]([CH2:12][O:13][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15])[OH:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[O:38]1[CH:42]=[CH:41][CH2:40][CH2:39]1>O1CCOCC1>[Si:1]([O:8][CH2:9][CH:10]([CH2:12][O:13][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:15])[CH3:16])[O:11][CH:39]1[CH2:40][CH2:41][CH2:42][O:38]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 709342,3-DihydrofuranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 107580914,8-Dioxa-3,9-disilaundecan-6-ol, 2,2,3,3,9,9,10,10-octamethyl-

생성물 1

HCID 193612641,3-O-di-(t-butyldimethylsilyl)-2-O-tetrahydrofuranylglycerol수율 100%

시약·촉매·용매 1

HCID 312751,4-Dioxane
용매

실험 절차

In dioxane was dissolved 3.45 g (11 mmol) of 1,3-O-di-(t-butyldimethylsilyl)glycerol followed by addition of 3.03 g (12 mmol) of pyridinium p-toluenesulfonate. To this suspension was added 16.5 ml (22 mmol) of dihydrofuran gradually under ice-cooling and the mixture was stirred for 1 hour. After return to ambient temperature, the mixture was allowed to react overnight. After completion of the reaction, the solvent was distilled off and the residue was treated with methylene chloride and saturated aqueous sodium hydrogen carbonate solution. The methylene chloride layer was washed with water, dried, and concentrated to provide 4.25 g (100%) of 1,3-O-di-(t-butyldimethylsilyl)-2-O-tetrahydrofuranylglycerol.

후처리

  1. temperaturecooling
  2. customto ambient temperature
  3. customto react overnight
  4. customAfter completion of the reaction
  5. distillationthe solvent was distilled off
  6. additionthe residue was treated with methylene chloride and saturated aqueous sodium hydrogen carbonate solution
  7. washThe methylene chloride layer was washed with water
  8. customdried
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-452df22ba2ee4de9a642527daadbff43
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06020317

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