6β,7β-carbonyldioxy-14,15-dinorlabd-8-en-13-one | 1061674-21-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 6β,7β-carbonyldioxy-14,15-dinorlabd-8-en-13-one
• 英文别名: (3aR,5aS,9aS,9bS)-4,5a,9,9-tetramethyl-5-(3-oxobutyl)-3a,6,7,8,9a,9b-hexahydrobenzo[g][1,3]benzodioxol-2-one
• CAS: 1061674-21-2
• 化学式: C₁₉H₂₈O₄
• 分子量: 320.429
• InChiKey: OJNSVBLIOFBWAX-OAFZBRQQSA-N

物化性质

• 沸点：
  456.6±45.0 °C(predicted)
• 密度：
  1.063±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6β,7β-carbonyldioxy-14,15-dinorlabd-8-en-13-one 、 四丁基醋酸铵 以 甲苯 为溶剂， 反应 20.0h， 以94%的产率得到7α-acetoxy-6β-hydroxy-14,15-dinorlabd-8-en-13-one
  参考文献：
  名称：

  Synthetic studies to highly functionalised B ring labdanes

  摘要：

  Several 6,7-dioxygenated (cis or trans) labdanes have been synthesised starting front sclareol. A new strategy that allows the obtention of diols alpha-cis as well as beta-cis of trans is described. In particular, the syntheses of three natural highly functionalised labdanes in the B rings of 2, 3 and 4 with different side chains are reported. The syntheses have permitted to Correct the proposed Structure for one of them. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.083
• 作为产物：
  描述：

  6β,7β-carbonyldioxy-14,15-dinorlabd-8-en-13-ol 在 molecular sieve 、 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以96%的产率得到6β,7β-carbonyldioxy-14,15-dinorlabd-8-en-13-one
  参考文献：
  名称：

  Synthetic studies to highly functionalised B ring labdanes

  摘要：

  Several 6,7-dioxygenated (cis or trans) labdanes have been synthesised starting front sclareol. A new strategy that allows the obtention of diols alpha-cis as well as beta-cis of trans is described. In particular, the syntheses of three natural highly functionalised labdanes in the B rings of 2, 3 and 4 with different side chains are reported. The syntheses have permitted to Correct the proposed Structure for one of them. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.083

文献信息

• Synthesis of sibiricinone A, sibiricinone B and leoheterin
  作者：I.S. Marcos、L. Castañeda、P. Basabe、D. Díez、J.G. Urones

  DOI：10.1016/j.tet.2008.09.007

  日期：2008.11

  Two labdenolides, sibiricinone A and sibericinone B, and a furo-labdane leoheterin have been synthesized from sclareol, for the first time, establishing in this manner the absolute configuration for these compounds. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthetic studies to highly functionalised B ring labdanes
  作者：I.S. Marcos、L. Castañeda、P. Basabe、D. Díez、J.G. Urones

  DOI：10.1016/j.tet.2008.06.083

  日期：2008.9

  Several 6,7-dioxygenated (cis or trans) labdanes have been synthesised starting front sclareol. A new strategy that allows the obtention of diols alpha-cis as well as beta-cis of trans is described. In particular, the syntheses of three natural highly functionalised labdanes in the B rings of 2, 3 and 4 with different side chains are reported. The syntheses have permitted to Correct the proposed Structure for one of them. (C) 2008 Elsevier Ltd. All rights reserved.