ethyl (E,4S)-4-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxypent-2-enoate | 1037204-46-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E,4S)-4-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxypent-2-enoate
• CAS: 1037204-46-8
• 化学式: C₂₉H₄₄O₄Si₂
• 分子量: 512.837
• InChiKey: KLBYFIMJMUPRPK-JVAQPQQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (E,4S)-4-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxypent-2-enoate 在 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin

  摘要：

  Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.145
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 (S)-ethyl trans-4,5-dihydroxylpent-2-enoate 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到ethyl (E,4S)-4-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxypent-2-enoate
  参考文献：
  名称：

  A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin

  摘要：

  Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.145

文献信息

• A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin
  作者：Isao Kadota、Takashi Abe、Miyuki Uni、Hiroyoshi Takamura、Yoshinori Yamamoto

  DOI：10.1016/j.tetlet.2008.03.145

  日期：2008.5

  Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring. (C) 2008 Elsevier Ltd. All rights reserved.