ethyl (Z,5R)-5-[tert-butyl(dimethyl)silyl]oxydodec-2-enoate | 1257303-61-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (Z,5R)-5-[tert-butyl(dimethyl)silyl]oxydodec-2-enoate
• CAS: 1257303-61-9
• 化学式: C₂₀H₄₀O₃Si
• 分子量: 356.621
• InChiKey: OQFGLQQNKFECCA-HGLWPWQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.25
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (Z,5R)-5-[tert-butyl(dimethyl)silyl]oxydodec-2-enoate 在 ADmix-β 作用下， 以 水 、 叔丁醇 为溶剂， 反应 96.0h， 生成 ethyl (2S,3S,5R)-5-[tert-butyl(dimethyl)silyl]oxy-2,3-dihydroxydodecanoate
  参考文献：
  名称：

  Stereoselective total synthesis of achaetolide and reconfirmation of its absolute configuration

  摘要：

  The stereoselective total synthesis of achaetolide 1 has been achieved and its absolute stereochemistry has been reconfirmed to be 35,6R,7S,9R configuration. Keck allylation, Sharpless asymmetric dihydroxylation, and ring closing metathesis are the key steps involved in the target synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.070
• 作为产物：
  描述：

  tert-butyl-dimethyl-[(4R)-undec-1-en-4-yl]oxysilane 、 二邻甲苯基磷酰乙酸乙酯 在 臭氧 、 sodium hydride 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 反应 6.0h， 生成 ethyl (Z,5R)-5-[tert-butyl(dimethyl)silyl]oxydodec-2-enoate 、 ethyl (R,E)-5-((tert-butyldimethylsilyl)oxy)dodec-2-enoate
  参考文献：
  名称：

  Stereoselective total synthesis of achaetolide and reconfirmation of its absolute configuration

  摘要：

  The stereoselective total synthesis of achaetolide 1 has been achieved and its absolute stereochemistry has been reconfirmed to be 35,6R,7S,9R configuration. Keck allylation, Sharpless asymmetric dihydroxylation, and ring closing metathesis are the key steps involved in the target synthesis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.070

文献信息

• Stereoselective total synthesis of achaetolide and reconfirmation of its absolute configuration
  作者：P. Srihari、B. Kumaraswamy、P. Shankar、V. Ravishashidhar、J.S. Yadav

  DOI：10.1016/j.tetlet.2010.09.070

  日期：2010.11

  The stereoselective total synthesis of achaetolide 1 has been achieved and its absolute stereochemistry has been reconfirmed to be 35,6R,7S,9R configuration. Keck allylation, Sharpless asymmetric dihydroxylation, and ring closing metathesis are the key steps involved in the target synthesis. (C) 2010 Elsevier Ltd. All rights reserved.