methyl (4aS,8aS)-8-[(2E)-2-[(4aR,6R,7R,8aS)-6,7-diacetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydronaphthalen-1-ylidene]ethyl]-2,2,7-trimethyl-1,3,4,5,6,8a-hexahydronaphthalene-4a-carboxylate | 611233-94-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (4aS,8aS)-8-[(2E)-2-[(4aR,6R,7R,8aS)-6,7-diacetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydronaphthalen-1-ylidene]ethyl]-2,2,7-trimethyl-1,3,4,5,6,8a-hexahydronaphthalene-4a-carboxylate
• CAS: 611233-94-4
• 化学式: C₃₅H₅₂O₆
• 分子量: 568.794
• InChiKey: HMDPWFPTQZEWCK-JJQZVANGSA-N

物化性质

• 熔点：
  71-73 °C
• 沸点：
  589.8±50.0 °C(predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (4aS,8aS)-8-[(2E)-2-[(4aR,6R,7R,8aS)-6,7-diacetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydronaphthalen-1-ylidene]ethyl]-2,2,7-trimethyl-1,3,4,5,6,8a-hexahydronaphthalene-4a-carboxylate 在 臭氧 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.08h， 生成 [(2R,3R,4aS,7S,8aS)-3-acetyloxy-4,4,8a-trimethyl-8-oxospiro[1,2,3,4a,5,6-hexahydronaphthalene-7,2'-oxirane]-2-yl] acetate
  参考文献：
  名称：

  Oxidation of several triterpenic diene and triene systems. Oxidative cleavage to obtain chiral intermediates for drimane and phenanthrene semi-synthesis

  摘要：

  An exhaustive oxidation study has been made with ozone, MCPBA and/or NaIO4/RuCl3 of several triterpenic diene and triene compounds from oleanolic and maslinic acids obtained from olive-oil pressing. Through several oxidative cleavages of the opened C-ring of these oleantrienes, different significant decalin-type chiral synthons were achieved. These sesquiterpene and nor-sesquiterpene products are of great interest because by means of several simple reactions they could lead to drimane, phenanthrene and tricyclic triterpene compounds. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.008
• 作为产物：
  描述：

  马斯里酸甲酯 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 1.83h， 生成 methyl (4aS,8aS)-8-[(2E)-2-[(4aR,6R,7R,8aS)-6,7-diacetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydronaphthalen-1-ylidene]ethyl]-2,2,7-trimethyl-1,3,4,5,6,8a-hexahydronaphthalene-4a-carboxylate
  参考文献：
  名称：

  由齐墩果酸和山梨酸部分合成C环衍生物。通过化学和光化学异构化过程形成数个三烯系统

  摘要：

  从橄榄油压榨固体废物中所含的齐墩果酸半合成了一些在C环上改性的三萜类化合物。齐墩果酸和山lin酸的相应酯使产物具有二烯体系，其通过电环反应产生类似于维生素原D 2的油烯酮。这些化合物的化学和光化学异构化反应产生了两种不同的三烯，其结构与速甾醇和维生素D 2相似。

  DOI：

  10.1016/j.tet.2003.12.023

文献信息

• Degradation of triterpenic compounds from olive-pressing residues. Synthesis of trans-decalin type chiral synthons
  作者：Andrés Garcı́a-Granados、Pilar E López、Enrique Melguizo、Andrés Parra、Yolanda Simeó

  DOI：10.1016/s0040-4039(03)01634-4

  日期：2003.8

  Three seco-Gring triterpenic compounds were obtained from oleanolic or maslinic acids from olive-mill solid wastes by photochemical and chemical reactions. From these oleantriene compounds, different remarkable sesquiterpene and nor-sesquiterpene fragments such as 3beta-hydroxydrimenol (13) and epoxydecalone (16) were achieved through oxidative cleavages of the double bonds in the opened Gring. (C) 2003 Published by Elsevier Ltd.