tert-butyl-[(3R)-3-(methoxymethoxy)hex-5-enoxy]-diphenylsilane | 1221563-79-6

• 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: tert-butyl-[(3R)-3-(methoxymethoxy)hex-5-enoxy]-diphenylsilane
• CAS: 1221563-79-6
• 化学式: C₂₄H₃₄O₃Si
• 分子量: 398.618
• InChiKey: GZVFCBWZLGCRSA-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  tert-butyl-[(3R)-3-(methoxymethoxy)hex-5-enoxy]-diphenylsilane 、 (S)-((but-3-en-2-yloxy)methyl)benzene 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以80%的产率得到
  参考文献：
  名称：

  Stereoselective synthesis (+)-cephalosporolide D

  摘要：

  A simple and efficient stereoselective synthesis of macrolactone, (+)-ceplialosporolide D has been accomplished in 13 steps from inexpensive and commercially available starting materials in an overall yield of 17%, respectively. This convergent synthesis Utilizes Maruoka asymmetric allylation reaction, Grubb's cross metathesis for the formation of a fully functionalized acid, and Yamaguchi lactonization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.082
• 作为产物：
  描述：

  5-己烯-3-醇,1-[[(1,1-二甲基乙基)二苯基甲硅烷基]氧代]-,(R)- 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以90%的产率得到tert-butyl-[(3R)-3-(methoxymethoxy)hex-5-enoxy]-diphenylsilane
  参考文献：
  名称：

  Stereoselective synthesis (+)-cephalosporolide D

  摘要：

  A simple and efficient stereoselective synthesis of macrolactone, (+)-ceplialosporolide D has been accomplished in 13 steps from inexpensive and commercially available starting materials in an overall yield of 17%, respectively. This convergent synthesis Utilizes Maruoka asymmetric allylation reaction, Grubb's cross metathesis for the formation of a fully functionalized acid, and Yamaguchi lactonization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.082

文献信息

• Stereoselective synthesis (+)-cephalosporolide D
  作者：G. Venkateswar Reddy、R. Sateesh Chandra Kumar、Eppakayala Sreedhar、K. Suresh Babu、J. Madhusudana Rao

  DOI：10.1016/j.tetlet.2010.01.082

  日期：2010.3

  A simple and efficient stereoselective synthesis of macrolactone, (+)-ceplialosporolide D has been accomplished in 13 steps from inexpensive and commercially available starting materials in an overall yield of 17%, respectively. This convergent synthesis Utilizes Maruoka asymmetric allylation reaction, Grubb's cross metathesis for the formation of a fully functionalized acid, and Yamaguchi lactonization as key steps. (C) 2010 Elsevier Ltd. All rights reserved.