methyl (E)-3-methoxy-2-[(Z)-2-(2-naphthyl)ethenyl]propenoate | 454431-11-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl (E)-3-methoxy-2-[(Z)-2-(2-naphthyl)ethenyl]propenoate
• 英文别名: methyl (Z,2E)-2-(methoxymethylidene)-4-naphthalen-2-ylbut-3-enoate
• CAS: 454431-11-9
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: VRUYNVYJTGGCPB-XXNDDHLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二碘甲烷 、 methyl (E)-3-methoxy-2-[(Z)-2-(2-naphthyl)ethenyl]propenoate 在 diethylzinc 、 三氟乙酸 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.83h， 以75%的产率得到methyl (E)(1R*,2S*)-3-methoxy-2-[2-(2-naphthyl)cyclopropyl]propenoate
  参考文献：
  名称：

  Synthesis of the racemic forms of carbon–carbon double bond locked analogues of strobilurins which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit

  摘要：

  The racemic forms of three new carbon-carbon double bond locked analogues of strobilurins, which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit, have been synthesized according to a strategy which involves the palladiuin-catalyzed synthesis of methyl (E)-3-methoxy-2-[(Z)-2-(aryl)ethenyl]propenoates and their stereospecific cyclopropanation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00334-4
• 作为产物：
  描述：

  trimethyl(2-(naphthalen-2-yl)ethynyl)silane 在 1-甲基吡咯烷 、 N-碘代丁二酰亚胺 、 四(三苯基膦)钯 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 反应 86.5h， 生成 methyl (E)-3-methoxy-2-[(Z)-2-(2-naphthyl)ethenyl]propenoate
  参考文献：
  名称：

  Synthesis of the racemic forms of carbon–carbon double bond locked analogues of strobilurins which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit

  摘要：

  The racemic forms of three new carbon-carbon double bond locked analogues of strobilurins, which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit, have been synthesized according to a strategy which involves the palladiuin-catalyzed synthesis of methyl (E)-3-methoxy-2-[(Z)-2-(aryl)ethenyl]propenoates and their stereospecific cyclopropanation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00334-4

文献信息

• Synthesis of the racemic forms of carbon–carbon double bond locked analogues of strobilurins which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit
  作者：Adriano Carpita、Arianna Ribecai、Renzo Rossi、Paolo Stabile

  DOI：10.1016/s0040-4020(02)00334-4

  日期：2002.5

  The racemic forms of three new carbon-carbon double bond locked analogues of strobilurins, which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit, have been synthesized according to a strategy which involves the palladiuin-catalyzed synthesis of methyl (E)-3-methoxy-2-[(Z)-2-(aryl)ethenyl]propenoates and their stereospecific cyclopropanation. (C) 2002 Elsevier Science Ltd. All rights reserved.