(2R)-2-[(2R,3R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]oxiran-2-yl]-2-(methoxymethoxy)acetaldehyde | 1141379-80-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2R)-2-[(2R,3R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]oxiran-2-yl]-2-(methoxymethoxy)acetaldehyde
• CAS: 1141379-80-7
• 化学式: C₂₃H₃₀O₅Si
• 分子量: 414.574
• InChiKey: RKLOFYSRPXGBEV-BDTNDASRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  57.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R)-2-[(2R,3R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]oxiran-2-yl]-2-(methoxymethoxy)acetaldehyde 、 ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Diastereoselective construction of substituted tetrahydropyrans using an intramolecular oxy-Michael strategy

  摘要：

  The highly diastereoselective construction of Substituted tetrahydropyrans, a common core segment (C3-C10) of the thiomarinols and the pseudomonic acid antibiotics, has been accomplished using the intramolecular oxy-Michael reaction under both basic and high-pressure conditions followed by regio- and stereoselective epoxide opening with acetylide. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.084
• 作为产物：
  描述：

  (1S)-1-[(2S,3R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]oxiran-2-yl]prop-2-en-1-ol 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 、 臭氧 、 二甲基硫 作用下， 反应 23.0h， 生成 (2R)-2-[(2R,3R)-3-[[tert-butyl(diphenyl)silyl]oxymethyl]oxiran-2-yl]-2-(methoxymethoxy)acetaldehyde
  参考文献：
  名称：

  Diastereoselective construction of substituted tetrahydropyrans using an intramolecular oxy-Michael strategy

  摘要：

  The highly diastereoselective construction of Substituted tetrahydropyrans, a common core segment (C3-C10) of the thiomarinols and the pseudomonic acid antibiotics, has been accomplished using the intramolecular oxy-Michael reaction under both basic and high-pressure conditions followed by regio- and stereoselective epoxide opening with acetylide. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.084

文献信息

• Diastereoselective construction of substituted tetrahydropyrans using an intramolecular oxy-Michael strategy
  作者：Fumika Yakushiji、Jacques Maddaluno、Masahiro Yoshida、Kozo Shishido

  DOI：10.1016/j.tetlet.2009.01.084

  日期：2009.4

  The highly diastereoselective construction of Substituted tetrahydropyrans, a common core segment (C3-C10) of the thiomarinols and the pseudomonic acid antibiotics, has been accomplished using the intramolecular oxy-Michael reaction under both basic and high-pressure conditions followed by regio- and stereoselective epoxide opening with acetylide. (C) 2009 Elsevier Ltd. All rights reserved.