((1S,4aS,4bR,6aS,10aS,10bR,12aS)-2,4b,7,7,10a,12a-Hexamethyl-1,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-hexadecahydro-chrysen-1-yl)-methanol | 82996-15-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ((1S,4aS,4bR,6aS,10aS,10bR,12aS)-2,4b,7,7,10a,12a-Hexamethyl-1,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-hexadecahydro-chrysen-1-yl)-methanol
• CAS: 82996-15-4
• 化学式: C₂₅H₄₂O
• 分子量: 358.608
• InChiKey: BLYCYSGELAAPON-RNDOZLNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.61
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  methyl 18αH-scalar-16-en-19-oate 在 lithium aluminium tetrahydride 作用下， 以65%的产率得到((1S,4aS,4bR,6aS,10aS,10bR,12aS)-2,4b,7,7,10a,12a-Hexamethyl-1,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-hexadecahydro-chrysen-1-yl)-methanol
  参考文献：
  名称：

  Biogenetic-type synthesis of scalaranes

  摘要：

  DOI：

  10.1021/jo00142a036

文献信息

• Structurally selective stereospecific cyclization of E,E,E,E-geranylfarnesol and its acetate by fluorosulfonic acid
  作者：P. F. Vlad、N. D. Ungur、Nguyen Van Hung

  DOI：10.1007/bf00633409

  日期：1988.9

  We have shown previously for the case of sesquiand diterpenes that fluorosulfonic acid is an effective cyclizing agent, ensuring the structurally selective stereospecific occurrence of the reaction [i, 2]. It appeared of interest to investigate the interaction of fluorosulfonic acid with E,E,E,E-geranylfarnesol (I) and its acetate (II), since, in the first place; the cyclization of acyclic sesterterpenoids

  我们之前已经在倍半和二萜的情况下表明，氟磺酸是一种有效的环化剂，可确保反应发生结构选择性立体有择性 [i, 2]。研究氟磺酸与 E,E,E,E-香叶基法呢醇 (I) 及其乙酸酯 (II) 的相互作用似乎很有趣，因为首先；无环二萜类化合物的环化作用根本没有被研究过，其次，反应的结果应该是形成了四环烃系统，通过脂肪族化合物的环化作用还无法获得令人满意的产率没有将以特定方式排列的其他结构片段引入后者的分子，从而稳定反应过程中产生的碳正离子 [3]。
• Ring B functionalization of scalarane sesterterpenes by radical relay halogenation
  作者：Veaceslav Kulciţki、Nicon Ungur、Margherita Gavagnin、Francesco Castelluccio、Guido Cimino

  DOI：10.1016/j.tet.2007.05.048

  日期：2007.8

  The functionalization of the B- ring of the scalarane framework has been achieved for the first time by a radical relay halogenation (RRH) synthetic method. The known scalaranic methyl ester, which was prepared by a procedure with an overall yield higher than those reported in the literature, has been used as the starting substrate. Some theoretical considerations explaining the course of RRH reaction are also presented. (C) 2007 Elsevier Ltd. All rights reserved.
• Superacid cyclization of 13E,17E- and 13E,17Z-bicyclogeranylfarnesols and their acetates — An effective structurally selective stereospecific route to scalarane sesterterpenoids
  作者：P. F. Vlad、N. D. Ungur、Nguyen Van Hung

  DOI：10.1007/bf00633408

  日期：1988.9