(4R,5S,7R,E)-(R)-non-1-en-4-yl 4,5,7-tris((tert-butyldimethylsilyl)oxy)undeca-2,10-dienoate | 1579246-95-9

• 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: (4R,5S,7R,E)-(R)-non-1-en-4-yl 4,5,7-tris((tert-butyldimethylsilyl)oxy)undeca-2,10-dienoate
• 英文别名: [(4R)-non-1-en-4-yl] (2E,4R,5S,7R)-4,5,7-tris[[tert-butyl(dimethyl)silyl]oxy]undeca-2,10-dienoate
• CAS: 1579246-95-9
• 化学式: C₃₈H₇₆O₅Si₃
• 分子量: 697.275
• InChiKey: JSDTXGDAGCIHPK-YMURCCQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.14
• 重原子数：
  46
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4R,5S,7R,E)-(R)-non-1-en-4-yl 4,5,7-tris((tert-butyldimethylsilyl)oxy)undeca-2,10-dienoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以97%的产率得到(3E,5R,6S,8R,14R)-5,6,8-tris((tert-butyldimethylsilyl)oxy)-14-pentyloxacyclotetradeca-3,11-dien-2-one
  参考文献：
  名称：

  Enantioselective synthesis of macrolactone core of the natural product Sch725674

  摘要：

  An enantioselective synthesis of the macrolactone core of natural product Sch725674 was accomplished from furfural. Key reactions in assembly of the macrolactone are the use of furan as a but-2-ene-dione equivalent and ring closing metathesis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.008
• 作为产物：
  描述：

  (4S,5S,7R,E)-(R)-non-1-en-4-yl 5,7-bis((tert-butyldimethylsilyl)oxy)-4-hydroxyundeca-2,10-dienoate 在 甲醇 、 potassium carbonate 、 diisopropyl (E)-azodicarboxylate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 3.5h， 生成 (4R,5S,7R,E)-(R)-non-1-en-4-yl 4,5,7-tris((tert-butyldimethylsilyl)oxy)undeca-2,10-dienoate
  参考文献：
  名称：

  Enantioselective synthesis of macrolactone core of the natural product Sch725674

  摘要：

  An enantioselective synthesis of the macrolactone core of natural product Sch725674 was accomplished from furfural. Key reactions in assembly of the macrolactone are the use of furan as a but-2-ene-dione equivalent and ring closing metathesis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.008

文献信息

• Enantioselective synthesis of macrolactone core of the natural product Sch725674
  作者：Sunil Kumar Sunnam、Kavirayani R. Prasad

  DOI：10.1016/j.tet.2014.02.008

  日期：2014.3

  An enantioselective synthesis of the macrolactone core of natural product Sch725674 was accomplished from furfural. Key reactions in assembly of the macrolactone are the use of furan as a but-2-ene-dione equivalent and ring closing metathesis. (C) 2014 Elsevier Ltd. All rights reserved.