3,3-ethylenedioxy-4α-eudesm-5,7(11)-dien-6,13-olide | 202583-42-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 3,3-ethylenedioxy-4α-eudesm-5,7(11)-dien-6,13-olide
• 英文别名: (5'aS,9'R)-3',5'a,9'-trimethylspiro[1,3-dioxolane-2,8'-5,6,7,9-tetrahydro-4H-benzo[g][1]benzofuran]-2'-one
• CAS: 202583-42-4
• 化学式: C₁₇H₂₂O₄
• 分子量: 290.359
• InChiKey: CBCLVBADLOTLCH-BZNIZROVSA-N

物化性质

• 沸点：
  467.9±45.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  3,3-ethylenedioxy-4α-eudesm-5,7(11)-dien-6,13-olide 在 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 173.0h， 生成 3,3-ethylenedioxy-12-methoxy-4α-eudesm-5(6),7(11)-dien-6,13-olide
  参考文献：
  名称：

  An Efficient Synthesis of Eudesmanoljde Sesqutterpenoids Possessing α-Methoxymethyl Butenolide and Butadienolide

  摘要：

  A novel procedure fbr introduction of alpha-methoxy-methyl butenolide and butadienolide structures to the eudesmanolide have been developed which is convenient and synthetically valuable for the natural sesquiterpenoids containing the moieties above.

  DOI：

  10.1080/00397919908086079
• 作为产物：
  描述：

  山道年 在 Reaney nickel 六甲基磷酰三胺 、 氢气 、 对甲苯磺酸 、 1,2-二溴乙烷 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 15.0h， 生成 3,3-ethylenedioxy-4α-eudesm-5,7(11)-dien-6,13-olide
  参考文献：
  名称：

  Sun, Liangdong; Tu, Yongqiang, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 9, p. 723 - 725

  摘要：

  DOI：

文献信息

• Synthesis of Eudesmanolides Possessing Denebutenolide and Endocyclic α,β-Unsaturated Butenolide from α-(-)-Santonin
  作者：Liangdong Sun、Yongqiang Tu、Wujiong Xia

  DOI：10.1080/00397919808004926

  日期：1998.10

  new and efficient method of double bond functionalization of eudesmanolide was carried out by rearrangement of epoxide with methoxide. which is important to synthesis of bioactive natural products containing denebutenolid (1) and endocyclic α, β -unsaturated butenolide (2).

  摘要 通过环氧化物与甲醇盐的重排，实现了一种新的有效的eudesmanolide双键功能化方法。这对于合成含有 denebutenolid (1) 和内环 α, β-不饱和丁烯内酯 (2) 的生物活性天然产物很重要。
• A general synthetic route of dihydroagarofuran sesquiterpenoid from α-(−)-santonin
  作者：Yong Qiang Tu、Liang Dong Sun

  DOI：10.1016/s0040-4039(98)01766-3

  日期：1998.10

  A general and efficient approach for synthesis of dihydroagarofuran sesquiterpenoid, the core structure of the polyol esters extensively present in the Celastraceae plants, has been developed by a series of transformations, which mainly include three creative and synthetically valuable conversions: the strategic double-bond shifting of 3, the versatile rearrangement of epoxide 5 generating two key functions, the C5-OH and 7,11-Double-bond, and the stereoselective cyclization/reduction of 8 constructing the tetrahydrofuran ring of 11. Thus the sesquiterpenoid 3 alpha,6 alpha,12-trihydroxy-dihydoagarofuran 1 was synthesized. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Sun, Liangdong; Tu, Yongqiang, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 9, p. 723 - 725
  作者：Sun, Liangdong、Tu, Yongqiang

  DOI：——

  日期：——
• An Efficient Synthesis of Eudesmanoljde Sesqutterpenoids Possessing α-Methoxymethyl Butenolide and Butadienolide
  作者：Liangdong Sun、Wujiong Xia、Haifa Guo、Yongqiang Tu、Dagang Wu、Xiaodong Luo、Yunbao Ma、Minghua Qiu、Xiaojiang Hao

  DOI：10.1080/00397919908086079

  日期：1999.4

  A novel procedure fbr introduction of alpha-methoxy-methyl butenolide and butadienolide structures to the eudesmanolide have been developed which is convenient and synthetically valuable for the natural sesquiterpenoids containing the moieties above.