1,1-diethyl 2-methyl 1,1,2-propanetricaboxylate | 23904-41-8

• 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: 1,1-diethyl 2-methyl 1,1,2-propanetricaboxylate
• 英文别名: propane-1,1,2-tricarboxylic acid-1,1-diethyl ester-2-methyl ester；Propan-1,1,2-tricarbonsaeure-1,1-diaethylester-2-methylester；1-O,1-O-diethyl 2-O-methyl propane-1,1,2-tricarboxylate
• CAS: 23904-41-8
• 化学式: C₁₁H₁₈O₆
• 分子量: 246.26
• InChiKey: UIUYHVQTSYBUOK-UHFFFAOYSA-N

物化性质

• 沸点：
  295.2±20.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,1-diethyl 2-methyl 1,1,2-propanetricaboxylate 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 58.0h， 生成 (3R,4S)-(+)-methyl-5-oxo-tetrahydrofuran-3-carboxylic acid
  参考文献：
  名称：

  A combined experimental and computational strategy in the assignment of absolute configurations of 4-methyl-5-oxo-tetrahydrofuran-3-carboxylic acids and their esters

  摘要：

  Enantiopure cis- and trans-4-methylparaconic acids and their alkyl esters were synthesized by a procedure involving the kinetic enzymatic resolution of diastereomeric lactonic esters. Thus, ethyl cis- and trans-4-methyl-5-oxo-tetrahydrofuran-3-carboxylates were isolated, at high conversion values, with 99% ee from the hydrolyses with HLAP and alpha-CT, respectively. The corresponding enantiopure cis- and trans-lactonic acids were also obtained. The absolute configurations of the products were assigned by chemical correlation, by analysis of their circular dichroism spectra and by electronic structure calculations. All three methodologies lead to the same assignment for the species considered, another example of successful interplay between experiment and theory. (C) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2005.08.018
• 作为产物：
  描述：

  丙二酸二乙酯钠盐 、 alkaline earth salt of/the/ methylsulfuric acid 生成 1,1-diethyl 2-methyl 1,1,2-propanetricaboxylate
  参考文献：
  名称：

  Bischoff, Justus Liebigs Annalen der Chemie, 1882, vol. 214, p. 38

  摘要：

  DOI：

文献信息

• Bischoff; Emmert, Chemische Berichte, 1882, vol. 15, p. 1107
  作者：Bischoff、Emmert

  DOI：——

  日期：——
• NAKAMURA, EIICHI;SHIMIZU, MAKOTO;KUWAJIMA, ISAO;SAKATA, J.;YOKOYAMA, K.;N+, J. ORG. CHEM., 1983, 48, N 7, 932-945
  作者：NAKAMURA, EIICHI、SHIMIZU, MAKOTO、KUWAJIMA, ISAO、SAKATA, J.、YOKOYAMA, K.、N+

  DOI：——

  日期：——
• US3989694A
  申请人：——

  公开号：US3989694A

  公开（公告）日：1976-11-02
• US4060610A
  申请人：——

  公开号：US4060610A

  公开（公告）日：1977-11-29
• US4142046A
  申请人：——

  公开号：US4142046A

  公开（公告）日：1979-02-27