(2S,3S,3aR,4R,4aR,5R,8S,8aR,9S,10aR)-3,5,9-triacetoxy-4a-(acetoxymethyl)-10a-hydroxy-2,9-dimethyl-8-(methylethenyl)-10-oxo-1,2,3,3a,4,4a,5,8,8a,9,10,10a-dodecahydrobenzo[f]-azulen-4-yl benzoate

• 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: (2S,3S,3aR,4R,4aR,5R,8S,8aR,9S,10aR)-3,5,9-triacetoxy-4a-(acetoxymethyl)-10a-hydroxy-2,9-dimethyl-8-(methylethenyl)-10-oxo-1,2,3,3a,4,4a,5,8,8a,9,10,10a-dodecahydrobenzo[f]-azulen-4-yl benzoate
• 英文别名: decipinone；[(1S,2S,3aR,5S,5aR,6S,9R,9aR,10R,10aR)-1,5,9-triacetyloxy-9a-(acetyloxymethyl)-3a-hydroxy-2,5-dimethyl-4-oxo-6-prop-1-en-2-yl-1,2,3,5a,6,9,10,10a-octahydrobenzo[f]azulen-10-yl] benzoate
• 化学式: C₃₅H₄₂O₁₂
• 分子量: 654.711
• InChiKey: HOGZGYQYXIPIFE-WPTDIIRDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  47
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  169
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (2S,3S,3aR,4R,4aR,5R,8S,8aR,9S,10aR)-3,5,9-triacetoxy-4a-(acetoxymethyl)-10a-hydroxy-2,9-dimethyl-8-(methylethenyl)-10-oxo-1,2,3,3a,4,4a,5,8,8a,9,10,10a-dodecahydrobenzo[f]-azulen-4-yl benzoate 、 (aS)-N-hydroxy-2'-methoxy-1,1'-binaphthalene-2-carboximidoyl chloride 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 336000.0h， 以6.5%的产率得到
  参考文献：
  名称：

  Determination of Absolute Configuration of Decipinone, a Diterpenoid Ester with a Myrsinane-Type Carbon Skeleton, by NMR Spectroscopy

  摘要：

  The absolute configuration of decipinone (2), a myrsinane-type diterpene ester previously isolated from Euphorbia decipiens, has been determined by NMR study of its axially chiral derivatives (aR)(.) and (aS)-N-hydroxy-2'-methoxy-1,1'-binaphthalene-2-carboximidoyl chloride ((aR)(MBCC)-M-. (3a) and (aS)(MBCC)-M-. (3b)). The absolute configurations at C(7) and C(13) of 2 determined were (R) and (S), respectively Therefore, considering the relative configuration of 2, the absolute configuration determined was (2S,3S,4R,5R,6R,7R,11S,12R,13S,15R).

  DOI：

  10.1002/1522-2675(200206)85:6<1706::aid-hlca1706>3.0.co;2-z

文献信息

• Determination of Absolute Configuration of Decipinone, a Diterpenoid Ester with a Myrsinane-Type Carbon Skeleton, by NMR Spectroscopy
  作者：Amir Reza Jassbi、Yukiharu Fukushi、Satoshi Tahara

  DOI：10.1002/1522-2675(200206)85:6<1706::aid-hlca1706>3.0.co;2-z

  日期：2002.6

  The absolute configuration of decipinone (2), a myrsinane-type diterpene ester previously isolated from Euphorbia decipiens, has been determined by NMR study of its axially chiral derivatives (aR)(.) and (aS)-N-hydroxy-2'-methoxy-1,1'-binaphthalene-2-carboximidoyl chloride ((aR)(MBCC)-M-. (3a) and (aS)(MBCC)-M-. (3b)). The absolute configurations at C(7) and C(13) of 2 determined were (R) and (S), respectively Therefore, considering the relative configuration of 2, the absolute configuration determined was (2S,3S,4R,5R,6R,7R,11S,12R,13S,15R).