[(2R,3R)-3-[[(2R,4S,5R)-5-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl]oxiran-2-yl]methanol | 602301-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [(2R,3R)-3-[[(2R,4S,5R)-5-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl]oxiran-2-yl]methanol
• CAS: 602301-73-5
• 化学式: C₂₁H₃₄O₆Si
• 分子量: 410.583
• InChiKey: FRIWITLQDSPRQS-USYVTKNRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2R,3R)-3-[[(2R,4S,5R)-5-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl]oxiran-2-yl]methanol 在 pyridine-SO3 complex 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Convergent synthesis of the ABCDE-ring fragment of the Caribbean ciguatoxin C-CTX-1

  摘要：

  Ciguatoxin C-CTX-1 was isolated as a principal causative toxin of ciguatera seafood poisoning in the Caribbean Sea, and is structurally classified as a ladder-shaped polycyclic ether. In this Letter, we report the convergent synthesis of the pentacyclic left half of C-CTX-1, based on a newly developed acyl radical strategy. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.102
• 作为产物：
  描述：

  (E)-4-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-but-2-en-1-ol 在 titanium(IV) isopropylate 叔丁基过氧化氢 、 4 Angstroem MS 、 (-)-diethyl tartrate 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到[(2R,3R)-3-[[(2R,4S,5R)-5-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl]oxiran-2-yl]methanol
  参考文献：
  名称：

  Convergent synthesis of the ABCDE-ring fragment of the Caribbean ciguatoxin C-CTX-1

  摘要：

  Ciguatoxin C-CTX-1 was isolated as a principal causative toxin of ciguatera seafood poisoning in the Caribbean Sea, and is structurally classified as a ladder-shaped polycyclic ether. In this Letter, we report the convergent synthesis of the pentacyclic left half of C-CTX-1, based on a newly developed acyl radical strategy. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.102

文献信息

• Convergent synthesis of the ABCDE-ring fragment of the Caribbean ciguatoxin C-CTX-1
  作者：Masayuki Inoue、Fumihito Saito、Masafumi Iwatsu、Yuuki Ishihara、Masahiro Hirama

  DOI：10.1016/j.tetlet.2007.01.102

  日期：2007.3

  Ciguatoxin C-CTX-1 was isolated as a principal causative toxin of ciguatera seafood poisoning in the Caribbean Sea, and is structurally classified as a ladder-shaped polycyclic ether. In this Letter, we report the convergent synthesis of the pentacyclic left half of C-CTX-1, based on a newly developed acyl radical strategy. (c) 2007 Elsevier Ltd. All rights reserved.