Sodium hydride → HCID 14352181, 화합물

HRID 2275216노트

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HRID 2275216 반응식
[H-].[Na+].[OH:3][CH2:4][C@H:5]1[O:9][C:8]([CH3:11])([CH3:10])[O:7][C@@H:6]1[CH2:12][OH:13].[CH3:14][C:15]([Si:18](Cl)([CH3:20])[CH3:19])([CH3:17])[CH3:16].C(=O)([O-])O.[Na+]>C1COCC1>[Si:18]([O:13][CH2:12][CH:6]1[O:7][C:8]([CH3:10])([CH3:11])[O:9][CH:5]1[CH2:4][OH:3])([C:15]([CH3:17])([CH3:16])[CH3:14])([CH3:20])[CH3:19]

참가 물질

6

반응물 4

HCID 24758Sodium hydrideHCID 28928tert-Butyldimethylsilyl chlorideHCID 516892Sodium BicarbonateHCID 785244(-)-2,3-O-Isopropylidene-D-threitol

생성물 1

HCID 14352181HCID 14352181, 화합물수율 95,801.797%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To THF (50 mL), NaH (1.41 g, 0.032 mmol) was added at room temperature, followed by addition of ((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol (5.0 g, 0.031 mmol) at room temperature. The mixture was stirred at room temperature for 1 hr. After that, TBSCl (5.11 g, 0.034 mmol) was added at room temperature and stirred at room temperature overnight. The reaction solution was added with saturated aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (8.21 g, 96%).

후처리

  1. stirringstirred at room temperature overnight
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customThe residues obtained
  5. concentrationafter concentration under reduced pressure
  6. customwere purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-96e730530b2c452caa63cca8283d8a66
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126931B2

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