(8R,8aR,4bS,13aS)-8-((R)-4-ethyl-2-oxo-oxazolidin-3-yl)-4b,8,8a,9-tetrahydro-1,2,3-trimethoxy-11,12-dihydroxy-7-oxa-tribenzo[a,c,e]cycloheptene-6-carboxylic acid methyl ester | 1296671-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (8R,8aR,4bS,13aS)-8-((R)-4-ethyl-2-oxo-oxazolidin-3-yl)-4b,8,8a,9-tetrahydro-1,2,3-trimethoxy-11,12-dihydroxy-7-oxa-tribenzo[a,c,e]cycloheptene-6-carboxylic acid methyl ester
• CAS: 1296671-45-8
• 化学式: C₂₈H₃₁NO₁₀
• 分子量: 541.555
• InChiKey: ALOOQZOKTUXTLW-IVOPXMCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  133.22
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  3-(苯并[d][1,3]二氧代-5-基)丙醛 在 iron(III) chloride 、 tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) 、 三氟甲磺酸 、 三氟甲磺酸酐 、 三氟化硼乙醚 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 环己烷 、 甲苯 为溶剂， 反应 171.0h， 生成 (8R,8aR,4bS,13aS)-8-((R)-4-ethyl-2-oxo-oxazolidin-3-yl)-4b,8,8a,9-tetrahydro-1,2,3-trimethoxy-11,12-dihydroxy-7-oxa-tribenzo[a,c,e]cycloheptene-6-carboxylic acid methyl ester
  参考文献：
  名称：

  New two-step sequence involving a hetero-Diels–Alder and a nonphenolic oxidative coupling reaction: a convergent access to analogs of steganacin

  摘要：

  A new family of analogs of steganacin, an important antimitotic compound, was accessed. It takes advantage of a completely stereoselective sequence of two key steps. The central dihydropyrane core is built by a highly diastereoselective and facially controlled hetero-Diels-Alder reaction. It is followed by a nonphenolic biaryl oxidative coupling with a complete atropo-stereoselectivity. It leads to a quick way to form cyclic biaryl lignans. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.097