Tetrabutylammonium Fluoride → 1-o-Oleoyl-2-o-methyl-rac-glycerol

HRID 496998노트

반응식

HRID 496998 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[Si]([O:26][CH2:27][CH:28]([CH2:31][O:32][C:33](=[O:51])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]/[CH:41]=[CH:42]\[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[O:29][CH3:30])(C(C)(C)C)(C)C>C1COCC1>[C:33]([O:32][CH2:31][CH:28]([CH2:27][OH:26])[O:29][CH3:30])(=[O:51])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]/[CH:41]=[CH:42]\[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50]

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 877595431-o-t-Butyldimethylsilyl-2-o-methyl-3-o-oleoyl-rac-glycerol

생성물 1

HCID 99475821-o-Oleoyl-2-o-methyl-rac-glycerol수율 82%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1M TBAF (6 mL, 6.0 mmol) was added to a solution of compound Compound 43 (2.4 g, 5.0 mmol) in THF (50 mL). After 30 min, TLC analysis showed that all the starting material had been consumed. Then, the reaction mixture was partitioned between diethyl ether (100 mL) and sat. NaCl solution (30 mL). The organic extract was dried (MgSO4), concentrated and subjected to silica-gel column chromatography [eluent: hexane/ethyl acetate, 75/25, v/v] to give glycerol derivative Compound 44 (1.52 g, 79%) as an oil

후처리

  1. customhad been consumed
  2. customThen, the reaction mixture was partitioned between diethyl ether (100 mL) and sat. NaCl solution (30 mL)
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3d1e734bc14c4911984c2598ad6e2af2
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06949529B2

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