(1R,2R,3R,6S,8S)-8-acetyl-2-dimethoxymethyl-3-isopropyl-6-methyl-7-oxabicyclo[4.3.0^1,6]nonane | 420114-93-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (1R,2R,3R,6S,8S)-8-acetyl-2-dimethoxymethyl-3-isopropyl-6-methyl-7-oxabicyclo[4.3.0^1,6]nonane
• 英文别名: 1S,4R,5R,6R,8S-8-acetyl-4-isopropyl-1-methyl-5-dimethoxymethyl-9-oxabicyclo[4.3.0^1,6]nonane；(1R,2R,3R,6S,8S)-8-acetyl-3-isopropyl-6-methyl-2-dimethoxymethyl-7-oxabicyclo[4.3.0]nonane；1-[(2S,3aR,4R,5R,7aS)-4-(dimethoxymethyl)-7a-methyl-5-propan-2-yl-3,3a,4,5,6,7-hexahydro-2H-1-benzofuran-2-yl]ethanone
• CAS: 420114-93-8
• 化学式: C₁₇H₃₀O₄
• 分子量: 298.423
• InChiKey: OCYUYJFVEABSMX-GAGVYUBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,2R,3R,6S,8S)-8-acetyl-2-dimethoxymethyl-3-isopropyl-6-methyl-7-oxabicyclo[4.3.0^1,6]nonane 在 β-丙氨酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 [1R,2S,3R,6S,8S(2'R)]-8-(2'-hydroxybut-3'-yn-2'yl)-3-isopropyl-6-methyl-2-(2''-cyano-2''-ethoxycarbonylethenyl)-7-oxabicyclo[4.3.0]nonane
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1014477206618
• 作为产物：
  描述：

  (+)-δ-cadinol 在 selenium(IV) oxide 、 水 、 氧气 、 臭氧 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成 (1R,2R,3R,6S,8S)-8-acetyl-2-dimethoxymethyl-3-isopropyl-6-methyl-7-oxabicyclo[4.3.0^1,6]nonane
  参考文献：
  名称：

  摘要：

  Methods for allylic oxygenation of (+)-delta-cadinol by SeO2 have been developed to study approaches to the formation of the eleutheside core from it. Diasteromeric alcohols and the product of their 1,4-oxacyclization, which is transformed into a bicyclic derivative containing the required functional groups to study the final cyclization into the eleutheside core, were prepared. The a-hydroxy derivative was converted after benzylation and ozonolysis into a mixed acetal, a convenient compound for performing the synthesis via an alternate route.

  DOI：

  10.1023/a:1019687930921

文献信息

• ——
  作者：G. A. Tolstikov、I. P. Tsypysheva、A. M. Kunakova、F. A. Valeev

  DOI：10.1023/a:1013071510133

  日期：——
• ——
  作者：F. A. Valeev、I. P. Tsypysheva、A. M. Kunakova、G. A. Tolstikov

  DOI：10.1023/a:1014477206618

  日期：——
• ——
  作者：I. P. Tsypysheva、A. M. Kunakova、O. V. Shitikova、L. V. Spirikhin、F. A. Valeev、G. A. Tolstikov

  DOI：10.1023/a:1019687930921

  日期：——

  Methods for allylic oxygenation of (+)-delta-cadinol by SeO2 have been developed to study approaches to the formation of the eleutheside core from it. Diasteromeric alcohols and the product of their 1,4-oxacyclization, which is transformed into a bicyclic derivative containing the required functional groups to study the final cyclization into the eleutheside core, were prepared. The a-hydroxy derivative was converted after benzylation and ozonolysis into a mixed acetal, a convenient compound for performing the synthesis via an alternate route.