(4S,6S,8S)-8,12-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)dodec-1-en-6-ol | 1555908-13-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4S,6S,8S)-8,12-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)dodec-1-en-6-ol
• 英文别名: (4S,6S,8S)-4-[tert-butyl(dimethyl)silyl]oxy-8,12-bis(phenylmethoxy)dodec-1-en-6-ol
• CAS: 1555908-13-8
• 化学式: C₃₂H₅₀O₄Si
• 分子量: 526.832
• InChiKey: YCYMBWZDVWNOIH-CHQNGUEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.07
• 重原子数：
  37
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,5S,6R)-5-((tert-butyldimethylsilyl)oxy)-6-methyldec-1-en-3-ol 、 (4S,6S,8S)-8,12-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)dodec-1-en-6-ol 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60%的产率得到
  参考文献：
  名称：

  Studies directed toward the synthesis of caylobolide A: convergent synthesis of C21–C40 subunit

  摘要：

  Stereoselective synthesis of the C21-C40 core segment of caylobolide A has been achieved following a highly efficient convergent strategy. The key reactions featured in the synthesis are Prins cyclization, reductive radical cyclization, Sharpless asymmetric epoxidation and olefin cross metathesis. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2013.12.091
• 作为产物：
  描述：

  ((2S,4R,6S)-6-((S)-2,6-bis(benzyloxy)hexyl)-4-((tertbutyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate 在 sodium iodide 、 锌 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 26.0h， 生成 (4S,6S,8S)-8,12-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)dodec-1-en-6-ol
  参考文献：
  名称：

  Studies directed toward the synthesis of caylobolide A: convergent synthesis of C21–C40 subunit

  摘要：

  Stereoselective synthesis of the C21-C40 core segment of caylobolide A has been achieved following a highly efficient convergent strategy. The key reactions featured in the synthesis are Prins cyclization, reductive radical cyclization, Sharpless asymmetric epoxidation and olefin cross metathesis. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2013.12.091

文献信息

• Studies directed toward the synthesis of caylobolide A: convergent synthesis of C21–C40 subunit
  作者：J.S. Yadav、N. Swapnil、M. Venkatesh、A.R. Prasad

  DOI：10.1016/j.tetlet.2013.12.091

  日期：2014.2

  Stereoselective synthesis of the C21-C40 core segment of caylobolide A has been achieved following a highly efficient convergent strategy. The key reactions featured in the synthesis are Prins cyclization, reductive radical cyclization, Sharpless asymmetric epoxidation and olefin cross metathesis. (C) 2014 Published by Elsevier Ltd.