4-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-hept-1-ene | 237736-67-3

• 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: 4-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-hept-1-ene
• 英文别名: Tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxy-2-hept-1-en-4-yloxyhex-5-enoxy]-dimethylsilane
• CAS: 237736-67-3
• 化学式: C₂₅H₅₂O₃Si₂
• 分子量: 456.857
• InChiKey: TUAAAOPHEJJDBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-hept-1-ene 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以99%的产率得到(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-8-propyl-3,4,7,8-tetrahydro-2H-oxocine
  参考文献：
  名称：

  Eight membered ethers via diene metathesis: Synthetic approach to laureatin natural products

  摘要：

  Ruthenium-mediated diene metathesis is applied to the synthesis of a range of oxocenes. The methodology is then utilised for the preparation of prelaureatin analogues. A successful synthesis of the 8-desalkyl analogue of prelaureatin in enantiomerically enriched form is described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00703-0
• 作为产物：
  描述：

  2-(1-Propyl-but-3-enyloxy)-propane-1,3-diol 在 sodium hydride 作用下， 以 乙醚 为溶剂， 生成 4-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-hept-1-ene
  参考文献：
  名称：

  Eight membered ethers via diene metathesis: Synthetic approach to laureatin natural products

  摘要：

  Ruthenium-mediated diene metathesis is applied to the synthesis of a range of oxocenes. The methodology is then utilised for the preparation of prelaureatin analogues. A successful synthesis of the 8-desalkyl analogue of prelaureatin in enantiomerically enriched form is described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00703-0