(E)-3-[2-(3-Hydroperoxy-isochroman-3-ylmethyl)-phenyl]-acrylic acid ethyl ester | 867378-42-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-[2-(3-Hydroperoxy-isochroman-3-ylmethyl)-phenyl]-acrylic acid ethyl ester
• 英文别名: ethyl (E)-3-[2-[(3-hydroperoxy-1,4-dihydroisochromen-3-yl)methyl]phenyl]prop-2-enoate
• CAS: 867378-42-5
• 化学式: C₂₁H₂₂O₅
• 分子量: 354.403
• InChiKey: JLUPSHJNRBCWNX-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-3-[2-(3-Hydroperoxy-isochroman-3-ylmethyl)-phenyl]-acrylic acid ethyl ester 在 二乙胺 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 21.0h， 以24%的产率得到(spiro[5-dihydro-2,3-dioxobenzocycloheptane-4,2'-(3',6'-dihydro)benzotetrahydropyran]-1-yl)acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis of benzene-fused 1,7,8-trioxa-spiro[5.6]dodecanes

  摘要：

  Two novel organic peroxides with one or two benzene rings fused to a 1,7,8-trioxaspiro[5.6]dodecan framework were synthesized, which provided the first examples of employing Kobayashi ' s methodology in the synthesis of seven-membered peroxy rings. CSA was found to be a potent catalyst for introduction of the hydroperoxyl group, making a useful complement to Kobayashi ' s methodology in constructing spiroperoxides. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.031
• 作为产物：
  描述：

  1-溴-2-((甲氧基甲氧基)甲基)苯 在 palladium dichloride 盐酸 、 正丁基锂 、 草酰氯 、 air 、 三氟化硼乙醚 、 sodium hydride 、 二甲基亚砜 、 三乙胺 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 266.0h， 生成 (E)-3-[2-(3-Hydroperoxy-isochroman-3-ylmethyl)-phenyl]-acrylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of benzene-fused 1,7,8-trioxa-spiro[5.6]dodecanes

  摘要：

  Two novel organic peroxides with one or two benzene rings fused to a 1,7,8-trioxaspiro[5.6]dodecan framework were synthesized, which provided the first examples of employing Kobayashi ' s methodology in the synthesis of seven-membered peroxy rings. CSA was found to be a potent catalyst for introduction of the hydroperoxyl group, making a useful complement to Kobayashi ' s methodology in constructing spiroperoxides. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.031

文献信息

• Synthesis of benzene-fused 1,7,8-trioxa-spiro[5.6]dodecanes
  作者：Hong-Xia Jin、Yikang Wu

  DOI：10.1016/j.tetlet.2005.08.031

  日期：2005.10

  Two novel organic peroxides with one or two benzene rings fused to a 1,7,8-trioxaspiro[5.6]dodecan framework were synthesized, which provided the first examples of employing Kobayashi ' s methodology in the synthesis of seven-membered peroxy rings. CSA was found to be a potent catalyst for introduction of the hydroperoxyl group, making a useful complement to Kobayashi ' s methodology in constructing spiroperoxides. (c) 2005 Elsevier Ltd. All rights reserved.