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

HRID 1928682ノート

反応式

HRID 1928682 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
25 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-46cd5973c46543229719a1a3321ceea7
出典データセット
uspto-grants-2012_05
特許番号
US08183397B2

反応ノート

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