(2R,3S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-ethoxy-3,6-dihydro-2H-pyran-3-ol | 175877-47-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2R,3S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-ethoxy-3,6-dihydro-2H-pyran-3-ol
• CAS: 175877-47-1
• 化学式: C₂₄H₃₂O₄Si
• 分子量: 412.601
• InChiKey: BDMGEWXSJGSBHZ-ZRBLBEILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-ethoxy-3,6-dihydro-2H-pyran-3-ol 在 sodium methylate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 36.0h， 生成 (2R,3R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-ethoxy-3,6-dihydro-2H-pyran-3-ol
  参考文献：
  名称：

  Stereoselective Palladium(0)-Mediated Synthesis of Unsaturated 1,4-Disaccharides

  摘要：

  Unsaturated 1,4-disaccharides are obtained in quite good yields by alkylation of ethyl alpha-O-Delta(2)-glycosides, having a leaving group at C-4, with various 1-hydroxycarbohydrates in the presence of a catalytic amount of palladium(0). The reaction is regio- and stereospecific for alpha-erythro enosides 3 and 5, and only stereospecific in the case of the beta-threo enoside 7, alkylation occurring at C-4 and C-2 in this case.

  DOI：

  10.1080/07328309708006546
• 作为产物：
  描述：

  ethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside 在 sodium methylate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 (2R,3S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-ethoxy-3,6-dihydro-2H-pyran-3-ol
  参考文献：
  名称：

  Stereoselective Palladium(0)-Mediated Synthesis of Unsaturated 1,4-Disaccharides

  摘要：

  Unsaturated 1,4-disaccharides are obtained in quite good yields by alkylation of ethyl alpha-O-Delta(2)-glycosides, having a leaving group at C-4, with various 1-hydroxycarbohydrates in the presence of a catalytic amount of palladium(0). The reaction is regio- and stereospecific for alpha-erythro enosides 3 and 5, and only stereospecific in the case of the beta-threo enoside 7, alkylation occurring at C-4 and C-2 in this case.

  DOI：

  10.1080/07328309708006546