(1S,3R,6S,7R,10S)-6-[tert-butyl(dimethyl)silyl]oxy-7-methyl-2-oxatetracyclo[8.5.0.01,3.03,7]pentadec-13-en-10-ol | 1418284-62-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (1S,3R,6S,7R,10S)-6-[tert-butyl(dimethyl)silyl]oxy-7-methyl-2-oxatetracyclo[8.5.0.01,3.03,7]pentadec-13-en-10-ol
• CAS: 1418284-62-4
• 化学式: C₂₁H₃₆O₃Si
• 分子量: 364.601
• InChiKey: VAGPFIRZMREZHU-OSTWSGHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,3R,6S,7R,10S)-6-[tert-butyl(dimethyl)silyl]oxy-7-methyl-2-oxatetracyclo[8.5.0.01,3.03,7]pentadec-13-en-10-ol 在 selenium(IV) oxide 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以35%的产率得到(1S,3R,6S,7R,10S)-6-[tert-butyl(dimethyl)silyl]oxy-10-hydroxy-7-methyl-2-oxatetracyclo[8.5.0.01,3.03,7]pentadec-13-en-15-one
  参考文献：
  名称：

  A concise, enantiospecific, Hajos-Parrish ketone based model approach toward the tetracyclic core of complex shiartane-type nortriterpenoid natural products

  摘要：

  A concise approach toward the tetracyclic (ABCD) core present in many complex shiartane-type bioactive nortriterpenoids has been conceptualized and executed from the readily available Hajos-Parrish ketone. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.080
• 作为产物：
  描述：

  在 Grubbs catalyst first generation 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (1S,3R,6S,7R,10S)-6-[tert-butyl(dimethyl)silyl]oxy-7-methyl-2-oxatetracyclo[8.5.0.01,3.03,7]pentadec-13-en-10-ol
  参考文献：
  名称：

  A concise, enantiospecific, Hajos-Parrish ketone based model approach toward the tetracyclic core of complex shiartane-type nortriterpenoid natural products

  摘要：

  A concise approach toward the tetracyclic (ABCD) core present in many complex shiartane-type bioactive nortriterpenoids has been conceptualized and executed from the readily available Hajos-Parrish ketone. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.080