(1S,10R,11S,14R)-15-oxapentacyclo[8.4.1.111,14.01,10.03,8]hexadeca-3,5,7,12-tetraene-2,9-dione | 71127-62-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (1S,10R,11S,14R)-15-oxapentacyclo[8.4.1.111,14.01,10.03,8]hexadeca-3,5,7,12-tetraene-2,9-dione
• CAS: 71127-62-3
• 化学式: C₁₅H₁₀O₃
• 分子量: 238.243
• InChiKey: LMLDBOKXWROXSX-XRQRDNCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,4,4a,9a-Tetrahydro-1,4-endomethylen-anthrachinon 在 双氧水 、 氧气 、 sodium hydride 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 (1S,10R,11S,14R)-15-oxapentacyclo[8.4.1.111,14.01,10.03,8]hexadeca-3,5,7,12-tetraene-2,9-dione
  参考文献：
  名称：

  Electronic control of stereoselectivity. 6. Directionality of singlet oxygen addition to 1,4-dimethoxynaphthalenes laterally fused to bridged bicyclic systems

  摘要：

  DOI：

  10.1021/jo01312a019

文献信息

• Synthesis and acid- and base-promoted ring opening of polycarbocyclic oxiranes
  作者：Alan P Marchand、Eric Zhiming Dong、Simon G Bott

  DOI：10.1016/s0040-4020(98)00162-8

  日期：1998.4

  Acid promoted ring opening of 1 alpha,4 alpha,4a alpha,9a alpha-tetrahydro-2 beta-3 beta-epoxy-1,4-methanoanthracene-9,10-dione and the corresponding 2-methyl derivative (i.e., 3a and 3b, respectively) afforded 4a and 46 in 26% and 49% yield, respectively. Similar results were obtained when a solution of either 3a or 3b in aqueous acetone was reacted with Na2CO3 at ambient temperature for 2 days. However, reaction of 3b with aqueous methanolic NaOH (ambient temperature, 7 days) produced a small quantity of 46 along with a novel pentacyclic diketone, 6b (44% yield). Finally, acid promoted ring opening of 1 alpha,4 alpha-dihydro-4a alpha,9a alpha-epoxy-1,4-methanoanthracene-9,10-dione (12) resulted in extensive skeletal rearrangement of the substrate, thereby affording 14 in low yield. (C) 1998 Elsevier Science Ltd. All rights reserved.
• PAQUETTE L. A.; BELLAMY F.; BOEHM M. C.; GLEITER R., J. ORG. CHEM., 1980, 45, NO 24, 4913-4921
  作者：PAQUETTE L. A.、 BELLAMY F.、 BOEHM M. C.、 GLEITER R.

  DOI：——

  日期：——