(2R,4R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-6-tributylstannanyl-tetrahydro-pyran | 134268-78-3

• 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,4R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-6-tributylstannanyl-tetrahydro-pyran
• CAS: 134268-78-3
• 化学式: C₄₀H₇₀O₃Si₂Sn
• 分子量: 773.875
• InChiKey: AHYZMGOYTCZROG-HHFJGMESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.89
• 重原子数：
  46.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(benzyloxy)-4,5-epoxypentane 、 (2R,4R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-6-tributylstannanyl-tetrahydro-pyran 在 正丁基锂 、 三氟化硼乙醚 、 lithium,azanidylidenemethylidenecopper,2H-thiophen-2-ide 作用下， 生成 (S)-5-Benzyloxy-1-[(2R,4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-pentan-2-ol 、 (R)-5-Benzyloxy-1-[(2R,4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-pentan-2-ol
  参考文献：
  名称：

  Synthesis of C-glycosides: Boron trifluoride etherate-promoted opening of epoxides by anomeric anions

  摘要：

  Lithiated glucals and higher order cuprate reagents derived from alpha- and B-2-deoxy-glycosyl lithium anions react efficiently with representative epoxides in the presence of boron trifluoride etherate.

  DOI：

  10.1016/s0040-4039(00)74882-9