(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-methyl 10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate | 24480-43-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-methyl 10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate
• 英文别名: methyl bryonolate；3β-hydroxy-D:C-friedo-olean-8-en-29-oic acid methyl ester；3β-Hydroxy-D:C-friedo-olean-8-en-29-saeure-methylester；Bryonolsaeure-methylester；Estere metilico dell'acido brionolico；methyl (2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-2-carboxylate
• CAS: 24480-43-1
• 化学式: C₃₁H₅₀O₃
• 分子量: 470.736
• InChiKey: IJDQMHLTSFOBDC-GWSBGXRZSA-N

物化性质

• 沸点：
  526.5±50.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  34
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-methyl 10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate 在 吡啶 、 chromium(VI) oxide 作用下， 生成 Bryononsaeure-methylester
  参考文献：
  名称：

  Biglino,G. et al., Gazzetta Chimica Italiana, 1969, vol. 99, p. 830 - 847

  摘要：

  DOI：
• 作为产物：
  描述：

  重氮甲烷 、 (2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid 以 乙醚 为溶剂， 生成 (2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-methyl 10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate
  参考文献：
  名称：

  Biglino,G. et al., Gazzetta Chimica Italiana, 1969, vol. 99, p. 830 - 847

  摘要：

  DOI：

文献信息

• Relative Population of S-Form and F-Form Conformers of Bryonolic Acid and Its Derivatives in Equilibrium in CDCl3 Solutions.
  作者：Chie Honda、Kiyoko Suwa、Shizuyo Takeyama、Wasuke Kamisako

  DOI：10.1248/cpb.50.467

  日期：——

  Relative populations of S-form (D–E rings: boat–boat form) and F-form (D–E rings: chair–chair form) conformers, in equilibrium in CDCl3 solutions, of 20 derivatives (2—21) of bryonolic acid (D:C-friedoolean-8-en-3β-ol-29-oic acid) (1) were calculated from NMR spectral data (J-values and chemical shifts), with the aid of molecular mechanic calculation using a MM2/CONFLEX program system. The principal deciding factor of the population ratio was found to be whether the functionality at C-29 is trigonal or tetrahedral; the S-form : F-form was 0 : 100—32 : 68 for the “trigonal” type and 48 : 52—100 : 0 for the “tetrahedral.” The reliability of the results is discussed.

  根据核磁共振波谱数据（J 值和化学位移），并借助 MM2/CONFLEX 程序系统进行的分子力学计算，计算了 20 种白茅酚酸（D:C-friedoolean-8-en-3β-ol-29-oic acid）衍生物（2-21）（1）在 CDCl3 溶液中处于平衡状态的 S 形（D-E 环：船-舟形）和 F 形（D-E 环：椅-椅形）构象的相对数量。结果发现，决定种群比的主要因素是 C-29 的官能团是三面体还是四面体；S-形式 ：三方 "型的 S 形 : F 形为 0 : 100-32 : 68，"四方 "型为 48 : 52-100 : 0。对结果的可靠性进行了讨论。
• Molecular Library Synthesis Using Complex Substrates: Expanding the Framework of Triterpenoids
  作者：Vasily A. Ignatenko、Yong Han、Gregory P. Tochtrop

  DOI：10.1021/jo302211f

  日期：2013.1.18

  The remodeling of a natural product core framework by means of diversity-oriented synthesis (DOS) is a valuable approach to access diverse/biologically relevant chemical space and to overcome the limitations of combinatorial-type compounds. Here we provide proof of principle and a thorough conformational analysis for a general strategy whereby the inherent complexity of a starting material is used to define the regio- and stereochemical outcomes of reactions in chemical library construction. This is in contrast to the traditional DOS logic employing reaction development and catalysis to drive library diversity.