2-(3-(2-((4-methoxybenzyl)oxy)ethyl)oxetan-3-yl)ethan-1-ol | 1616253-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-(2-((4-methoxybenzyl)oxy)ethyl)oxetan-3-yl)ethan-1-ol
• CAS: 1616253-44-1
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: QIWWODYJOSZPNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  19.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3-(2-((4-methoxybenzyl)oxy)ethyl)oxetan-3-yl)ethan-1-ol 在 咪唑 、 四(三苯基膦)钯 、 正丁基锂 、 草酰氯 、 二甲基亚砜 、 三乙胺 、 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 11.5h， 生成
  参考文献：
  名称：

  Concise synthesis and characterization of novel seco-steroids bearing a spiro-oxetane instead of a metabolically labile C3-hydroxy group

  摘要：

  Two novel stereoisomeric analogues of 1,25-dihydroxyvitamin D-3 bearing a spiro-oxetane at the C3 position of the A-ring have been designed and synthesized in a convergent manner. The absolute configuration at the Cl position of the synthesized compounds was determined by the circular dichroism exciton chirality method using the corresponding C1-allylic benzoates. The replacement of the C3-hydroxy group with a spiro-oxetane provided an advantageous conformational preference for the parent seco-steroids, which would facilitate the formation of a stable receptor complex. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.060
• 作为产物：
  描述：

  diethyl 2-(3-(2-ethoxy-2-oxoethyl)oxetan-3-yl)malonate 在 lithium aluminium tetrahydride 、 四丁基碘化铵 、 sodium hydride 、 sodium chloride 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 mineral oil 为溶剂， 反应 27.25h， 生成 2-(3-(2-((4-methoxybenzyl)oxy)ethyl)oxetan-3-yl)ethan-1-ol
  参考文献：
  名称：

  Concise synthesis and characterization of novel seco-steroids bearing a spiro-oxetane instead of a metabolically labile C3-hydroxy group

  摘要：

  Two novel stereoisomeric analogues of 1,25-dihydroxyvitamin D-3 bearing a spiro-oxetane at the C3 position of the A-ring have been designed and synthesized in a convergent manner. The absolute configuration at the Cl position of the synthesized compounds was determined by the circular dichroism exciton chirality method using the corresponding C1-allylic benzoates. The replacement of the C3-hydroxy group with a spiro-oxetane provided an advantageous conformational preference for the parent seco-steroids, which would facilitate the formation of a stable receptor complex. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.060