2-(tert-butoxymethyl)-3-ethoxy-2-methyl-3-oxopropanoic acid | 289719-66-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(tert-butoxymethyl)-3-ethoxy-2-methyl-3-oxopropanoic acid
• 英文别名: 3-Ethoxy-2-methyl-2-[(2-methylpropan-2-yl)oxymethyl]-3-oxopropanoic acid
• CAS: 289719-66-0
• 化学式: C₁₁H₂₀O₅
• 分子量: 232.277
• InChiKey: GDBLDTLOZMVPQI-UHFFFAOYSA-N

物化性质

• 沸点：
  345.0±32.0 °C(predicted)
• 密度：
  1.081±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(tert-butoxymethyl)-3-ethoxy-2-methyl-3-oxopropanoic acid 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 以54%的产率得到(+/-)-ethyl 3-methyl-2-oxetanone-3-carboxylate
  参考文献：
  名称：

  A New Synthetic Route to β-Unsubstituted β-Lactones by Intramolecular Cyclization

  摘要：

  When carboxylic acids beta-substituted by a tert-butoxy group were treated with thionyl chloride, an intermediate acyl chloride beta-substituted by a hydroxyl group was likely formed. Its subsequent intramolecular cyclization produced novel beta-lactones in one step. Two enantiomerically enriched lactones could be prepared via intermediates obtained by enzymatic hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00313-6
• 作为产物：
  描述：

  2-[(叔丁氧基)甲基]-2-甲基丙二酸二乙酯 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以84%的产率得到2-(tert-butoxymethyl)-3-ethoxy-2-methyl-3-oxopropanoic acid
  参考文献：
  名称：

  A New Synthetic Route to β-Unsubstituted β-Lactones by Intramolecular Cyclization

  摘要：

  When carboxylic acids beta-substituted by a tert-butoxy group were treated with thionyl chloride, an intermediate acyl chloride beta-substituted by a hydroxyl group was likely formed. Its subsequent intramolecular cyclization produced novel beta-lactones in one step. Two enantiomerically enriched lactones could be prepared via intermediates obtained by enzymatic hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00313-6