tert-butyl-dimethyl-[(2R,3R,4S,6R)-6-phenyl-2-(phenylmethoxymethyl)-3-triethylsilyloxyoxan-4-yl]oxysilane | 1179318-65-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl-dimethyl-[(2R,3R,4S,6R)-6-phenyl-2-(phenylmethoxymethyl)-3-triethylsilyloxyoxan-4-yl]oxysilane
• CAS: 1179318-65-0
• 化学式: C₃₁H₅₀O₄Si₂
• 分子量: 542.907
• InChiKey: SZCNYNYDJXLGAJ-ATIZSFMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.51
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三乙基硅烷 、 在 三乙基硅基三氟甲磺酸酯 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl-dimethyl-[(2R,3R,4S,6R)-6-phenyl-2-(phenylmethoxymethyl)-3-triethylsilyloxyoxan-4-yl]oxysilane
  参考文献：
  名称：

  A Sequential Indium-Mediated Aldehyde Allylation/Palladium-Catalyzed Cross-Coupling Reaction in the Synthesis of 2-Deoxy-β-C-Aryl Glycosides

  摘要：

  Indium-mediated allylation of aldehydes with 2-chloro-3-iodopropene, followed by a palladium-catalyzed cross-coupling reaction with triarylindium reagents or arylboronic acids, leads to aryl-substituted homoallylic alcohols in good to excellent yields and diastereoselectivities. The products obtained from reactions conducted with D-glyceraldehyde acetonide can be transformed into 2-deoxy-beta-C-aryl ribofuranosides in high overall yields. Similarly, 2-deoxy-beta-C-aryl allopyranosides may be prepared efficiently from 2,4-O-benzylidene erythrose.

  DOI：

  10.1021/ol901353f