| 1248568-56-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1248568-56-0
• 化学式: C₂₃H₃₀O₃Si
• 分子量: 382.575
• InChiKey: WXLMVKXDVCOJIM-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 臭氧 、 二甲基硫 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到(+)-methyl 3-(tert-butyldiphenylsilyloxy)-5-oxopentanoate
  参考文献：
  名称：

  Synthetic studies of mycalolide B, an actin-depolymerizing marine macrolide: construction of the tris-oxazole macrolactone using ring-closing metathesis

  摘要：

  Tris-oxazole macrolactone 2, a key intermediate of mycalolide B (1), which has 13 stereogenic centres, was synthesized through the use of ring-closing metathesis (RCM). The E/Z ratio of the RCM product 2 was reversed by the use of CH(2)Cl(2) and toluene, whereas a cross-metathesis reaction yielded the C1-C35 long-chain compound 19 in a highly E-selective manner. Thus, the loss of flexibility in aliphatic carbon chains and the steric hinderance of beta- and gamma-substituents of the C20 olefin in the precursor 11 may affect the stereoselectivity in RCM reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.046
• 作为产物：
  描述：

  methyl (3S)-3-hydroxyhex-5-enoate 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthetic studies of mycalolide B, an actin-depolymerizing marine macrolide: construction of the tris-oxazole macrolactone using ring-closing metathesis

  摘要：

  Tris-oxazole macrolactone 2, a key intermediate of mycalolide B (1), which has 13 stereogenic centres, was synthesized through the use of ring-closing metathesis (RCM). The E/Z ratio of the RCM product 2 was reversed by the use of CH(2)Cl(2) and toluene, whereas a cross-metathesis reaction yielded the C1-C35 long-chain compound 19 in a highly E-selective manner. Thus, the loss of flexibility in aliphatic carbon chains and the steric hinderance of beta- and gamma-substituents of the C20 olefin in the precursor 11 may affect the stereoselectivity in RCM reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.046