(4bS,8S,8aR)-4b,8-Dimethyl-3-oxo-3,4b,5,6,7,8,8a,9-octahydro-1H-2-oxa-phenanthrene-8-carboxylic acid methyl ester | 168131-54-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: (4bS,8S,8aR)-4b,8-Dimethyl-3-oxo-3,4b,5,6,7,8,8a,9-octahydro-1H-2-oxa-phenanthrene-8-carboxylic acid methyl ester
• 英文别名: methyl (6aR,7S,10aS)-7,10a-dimethyl-2-oxo-4,6,6a,8,9,10-hexahydrobenzo[f]isochromene-7-carboxylate
• CAS: 168131-54-2
• 化学式: C₁₇H₂₂O₄
• 分子量: 290.359
• InChiKey: XFNUWBUOHKXGNP-XYPHTWIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  (4bS,8S,8aR)-4b,8-Dimethyl-3-oxo-3,4b,5,6,7,8,8a,9-octahydro-1H-2-oxa-phenanthrene-8-carboxylic acid methyl ester 在 碘苯二乙酸 、 硫酸 、 碘 作用下， 以 环己烷 、 苯 为溶剂， 反应 25.5h， 生成 (6aS,10aS)-10a-methyl-7-methylidene-4,6,6a,8,9,10-hexahydrobenzo[f]isochromen-2-one
  参考文献：
  名称：

  Enantiospecific syntheses of the potent bioactives nagilactone F and the mould metabolite LL-Z1271α an evaluation of their allelopathic potential

  摘要：

  Improved syntheses are described for nagilactone F and the antibiotic LL-Z1271 alpha, two of the most potent bioactive members of the podolactone family. The allelopathic potential of some members of this podolactone series has been evaluated, with the result that the metabolite LL-Z1271 alpha is one of the most active compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00355-5
• 作为产物：
  描述：

  methyl 12-oxo-13,14,15,16-tetranorlabd-8(17)-en-19-oate 在 chromium(VI) oxide 、 硫酸 、 对甲苯磺酸 、 间氯过氧苯甲酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 丙酮 、 苯 为溶剂， 反应 18.5h， 生成 (4bS,8S,8aR)-4b,8-Dimethyl-3-oxo-3,4b,5,6,7,8,8a,9-octahydro-1H-2-oxa-phenanthrene-8-carboxylic acid methyl ester
  参考文献：
  名称：

  Enantiospecific syntheses of the potent bioactives nagilactone F and the mould metabolite LL-Z1271α an evaluation of their allelopathic potential

  摘要：

  Improved syntheses are described for nagilactone F and the antibiotic LL-Z1271 alpha, two of the most potent bioactive members of the podolactone family. The allelopathic potential of some members of this podolactone series has been evaluated, with the result that the metabolite LL-Z1271 alpha is one of the most active compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00355-5

文献信息

• An Efficient Synthesis of the Antifungal Dilactone LL-Z1271α and of other Biologically Active Compounds
  作者：A Barrero

  DOI：10.1016/00404-0399(50)0949d-

  日期：1995.7.17
• Enantiospecific syntheses of the potent bioactives nagilactone F and the mould metabolite LL-Z1271α an evaluation of their allelopathic potential
  作者：Alejandro F Barrero、Juan F Sánchez、Jamal Elmerabet、David Jiménez-González、Francisco A Macías、Ana M Simonet

  DOI：10.1016/s0040-4020(99)00355-5

  日期：1999.6

  Improved syntheses are described for nagilactone F and the antibiotic LL-Z1271 alpha, two of the most potent bioactive members of the podolactone family. The allelopathic potential of some members of this podolactone series has been evaluated, with the result that the metabolite LL-Z1271 alpha is one of the most active compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.