tert-butyl 4-tert-butoxycarbonyloxy-3-methoxycinnamate

• 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: tert-butyl 4-tert-butoxycarbonyloxy-3-methoxycinnamate
• 英文别名: tert-butyl (E)-3-[3-methoxy-4-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]prop-2-enoate
• 化学式: C₁₉H₂₆O₆
• 分子量: 350.412
• InChiKey: AGWZRKSWABPZQL-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-tert-butoxycarbonyloxy-3-methoxycinnamate 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以92%的产率得到tert-butyl ferulate
  参考文献：
  名称：

  Base-labile tert-butoxycarbonyl (Boc) group on phenols

  摘要：

  Phenols are deprotected with weak bases from their tert-butoxycarbonyl (Boc) derivatives. Boc deprotection with bases can avoid side reactions during the deprotection with acids. We note the lability of the Boc to bases and are able to utilize it as a new cleavage condition for synthetic studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.008
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 tert-butyl ferulate 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到tert-butyl 4-tert-butoxycarbonyloxy-3-methoxycinnamate
  参考文献：
  名称：

  Base-labile tert-butoxycarbonyl (Boc) group on phenols

  摘要：

  Phenols are deprotected with weak bases from their tert-butoxycarbonyl (Boc) derivatives. Boc deprotection with bases can avoid side reactions during the deprotection with acids. We note the lability of the Boc to bases and are able to utilize it as a new cleavage condition for synthetic studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.008

文献信息

• Base-labile tert-butoxycarbonyl (Boc) group on phenols
  作者：Kozo Nakamura、Takero Nakajima、Hiroshi Kayahara、Eisaku Nomura、Hisaji Taniguchi

  DOI：10.1016/j.tetlet.2003.11.008

  日期：2004.1

  Phenols are deprotected with weak bases from their tert-butoxycarbonyl (Boc) derivatives. Boc deprotection with bases can avoid side reactions during the deprotection with acids. We note the lability of the Boc to bases and are able to utilize it as a new cleavage condition for synthetic studies. (C) 2003 Elsevier Ltd. All rights reserved.