(2R,4aR,6R,8aS)-2-Acetyl-8-<(2S,5R)-5-bromotetrahydro-2,6,6-trimethyl-2H-pyran-2-yl>octahydro-8a-methylpyrano<3,2-b>pyran | 116216-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (2R,4aR,6R,8aS)-2-Acetyl-8-<(2S,5R)-5-bromotetrahydro-2,6,6-trimethyl-2H-pyran-2-yl>octahydro-8a-methylpyrano<3,2-b>pyran
• 英文别名: 1-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]ethanone
• CAS: 116216-87-6
• 化学式: C₁₉H₃₁BrO₄
• 分子量: 403.357
• InChiKey: HZDLRKUYQGDQOY-UEFGCPDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2R,4aR,6R,8aS)-6-<(2S,5R)-5-bromotetrahydro-2,6,6-trimethyl-2H-pyran-2-yl>octahydro-2-<(S)-1,2-dihydroxy-1-methylethyl>-8a-methylpyrano<3,2-b>pyran 在 sodium periodate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以77%的产率得到(2R,4aR,6R,8aS)-2-Acetyl-8-<(2S,5R)-5-bromotetrahydro-2,6,6-trimethyl-2H-pyran-2-yl>octahydro-8a-methylpyrano<3,2-b>pyran
  参考文献：
  名称：

  Total syntheses of (+)-thyrsiferol, (+)-thyrsiferyl 23-acetate, and (+)-venustatriol

  摘要：

  DOI：

  10.1021/jo00304a022

文献信息

• Synthesis of A-B-C-ring segment of thyrsiferol construction of a strained tetrahydropyran ring existent as a boat form
  作者：Masaru Hashimoto、Toshiyuki Kan、Mitsutoshi Yanagiya、Haruhisa Shirahama、Takeshi Matsumoto

  DOI：10.1016/s0040-4039(00)96808-4

  日期：1987.1

  Tricyclic bromoether17, which contained twenty of thirty carbons of thyrsiferol (1d), was synthesized in optically active form starting from trivial compounds2 and3.

  从琐碎的化合物2和3开始，以光学活性形式合成了含有三十个碳原子的酪氨醇（1d）的三环溴醚17。
• HASHIMOTO, MASARU;KAN, TOSHIYUKI;YANAGIYA, MITSUTOSHI;SHIRAHAMA, HARUHISA+, TETRAHEDRON LETT., 28,(1987) N 46, 5665-5668
  作者：HASHIMOTO, MASARU、KAN, TOSHIYUKI、YANAGIYA, MITSUTOSHI、SHIRAHAMA, HARUHISA+

  DOI：——

  日期：——
• Evaluation of the cytotoxic activity of polyethers isolated from Laurencia
  作者：JoséJ. Fernández、María L. Souto、Manuel Norte

  DOI：10.1016/s0968-0896(98)80004-7

  日期：1998.12

  In this paper, we report on the conformational analysis of several polyether triterpenes with a squalene carbon skeleton which exhibited significant cytotoxic activity using a Monte Carlo conformational search and spectroscopical data. These studies indicate that the conformation of the side chain C-14/C-19 and the arrangement and direction of this chain may be among the fundamental factors related to the activity of this type of metabolites. (C) 1998 Elsevier Science Ltd. All rights reserved.