[3-Propanoyloxy-4-(2,4,4-trimethylpentan-2-yl)phenyl] propanoate | 960602-00-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: [3-Propanoyloxy-4-(2,4,4-trimethylpentan-2-yl)phenyl] propanoate
• 英文别名: [3-propanoyloxy-4-(2,4,4-trimethylpentan-2-yl)phenyl] propanoate
• CAS: 960602-00-0
• 化学式: C₂₀H₃₀O₄
• 分子量: 334.456
• InChiKey: FGIFBWPHJRYCCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [3-Propanoyloxy-4-(2,4,4-trimethylpentan-2-yl)phenyl] propanoate 在 Candida antarctica lipase B; immobilized 异丙醇 作用下， 以 异丙醚 为溶剂， 反应 1.0h， 以92.6%的产率得到[5-Hydroxy-2-(2,4,4-trimethylpentan-2-yl)phenyl] propanoate
  参考文献：
  名称：

  Secondary alcohols act as better nucleophiles than primary alcohols in the lipase-catalyzed regioselective deacylation of dihydroxybenzenes acylated at both phenolic hydroxyls

  摘要：

  Candida antarctica lipase B (CAL-B) was found to be highly regioselective as well as active in the deacylation of resorcinols and hydroquinones acylated at both phenolic hydroxyls. Contrary to expectation, secondary alcohols acted as better nucleophiles than primary alcohols in these enzymatic deacylations. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.104
• 作为产物：
  描述：

  4-叔辛基间苯二酚 、 丙酰氯 在 吡啶 作用下， 生成 [3-Propanoyloxy-4-(2,4,4-trimethylpentan-2-yl)phenyl] propanoate
  参考文献：
  名称：

  Secondary alcohols act as better nucleophiles than primary alcohols in the lipase-catalyzed regioselective deacylation of dihydroxybenzenes acylated at both phenolic hydroxyls

  摘要：

  Candida antarctica lipase B (CAL-B) was found to be highly regioselective as well as active in the deacylation of resorcinols and hydroquinones acylated at both phenolic hydroxyls. Contrary to expectation, secondary alcohols acted as better nucleophiles than primary alcohols in these enzymatic deacylations. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.104

文献信息

• Highly regioselective propanoylation of dihydroxybenzenes mediated by Candida antarctica lipase B in organic solvents
  作者：Toshifumi Miyazawa、Manabu Hamada、Ryohei Morimoto、Takashi Murashima、Takashi Yamada

  DOI：10.1016/j.tetlet.2007.10.124

  日期：2008.1

  Candida antarctica lipase B (CAL-B) was found to be a highly active biocatalyst for the direct acylation of the phenolic hydroxyls of substituted hydroquinones and resorcinols with vinyl propanoate as an acyl donor. The acylation reactions took place generally in a very regioselective manner. Especially in the case of 4-substituted resorcinols, the hydroxyl remote from the substituent was regiospecifically

  已发现南极假丝酵母脂肪酶B（CAL-B）是一种高活性生物催化剂，可将丙酸乙烯酯作为酰基供体直接取代取代的对苯二酚和间苯二酚的酚羟基。酰化反应通常以非常区域选择性的方式发生。特别是在4-取代的间苯二酚的情况下，远离取代基的羟基被区域特异性地酰化，仅得到1- O-丙酰基化的间苯二酚。
• Secondary alcohols act as better nucleophiles than primary alcohols in the lipase-catalyzed regioselective deacylation of dihydroxybenzenes acylated at both phenolic hydroxyls
  作者：Toshifumi Miyazawa、Manabu Hamada、Ryohei Morimoto、Takashi Murashima、Takashi Yamada

  DOI：10.1016/j.tetlet.2007.09.104

  日期：2007.11

  Candida antarctica lipase B (CAL-B) was found to be highly regioselective as well as active in the deacylation of resorcinols and hydroquinones acylated at both phenolic hydroxyls. Contrary to expectation, secondary alcohols acted as better nucleophiles than primary alcohols in these enzymatic deacylations. (C) 2007 Elsevier Ltd. All rights reserved.