Tetrabutylammonium Fluoride → (4R,6S)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2,4-diol

HRID 1928682노트

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HRID 1928682 반응식
[Si]([O:8][C@@H:9]1[CH2:14][C@@H:13]([CH:15]([O:18][CH3:19])[O:16][CH3:17])[O:12][CH:11]([OH:20])[CH2:10]1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH3:17][O:16][CH:15]([O:18][CH3:19])[C@H:13]1[O:12][CH:11]([OH:20])[CH2:10][C@H:9]([OH:8])[CH2:14]1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 69184843(4R,6S)-4-(tert-butyldimethylsilyloxy)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2-ol

생성물 1

HCID 25050459(4R,6S)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2,4-diol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
25 °C

실험 절차

To a solution of 0.47 g of (4R,6S)-4-(tert-butyldimethylsilyloxy)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2-ol (I′) in 14 mL of tetrahydrofurane, tetra-n-butylammonium fluoride in 14 mL of THF is added. After 15 minutes of stirring at 25° C., the THF is distilled off. The residue is flash chromatographed (methanol). After methanol is distilled off, the title compound is obtained as an oil.

후처리

  1. distillationthe THF is distilled off
  2. customchromatographed (methanol)
  3. distillationAfter methanol is distilled off

출처 및 근거

ORD 기록
ord-46cd5973c46543229719a1a3321ceea7
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183397B2

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