[2,2-Dimethyl-3-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxypropyl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate | 144762-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: [2,2-Dimethyl-3-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxypropyl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
• CAS: 144762-87-8
• 化学式: C₂₁H₃₈N₂O₆
• 分子量: 414.543
• InChiKey: LFGFKNOSQPHTSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [2,2-Dimethyl-3-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)oxypropyl] 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 在 盐酸 、 仲丁基锂 、 鹰爪豆碱 作用下， 反应 26.5h， 生成 D-(-)-泛酰内酯
  参考文献：
  名称：

  Chiral α,ω-dioxy-carbanions from 1,3-propanediol and 1,4-butanediol by sparteine-assisted deprotonation. Enantioselective synthesis of 1,3- and 1,4-diols, (R)-pantolactone, and a cyclopropane.

  摘要：

  Prostereogenic mono- and dicarbamates of 1,3-propanediol and 1,4-butanediol are deprotonated by the sec-butyllithium/(-)-sparteine system with high enantiotopic differentiation. The electrophilic substitution of the intermediate chiral carbanions furnishes the title compounds with >95% ee.

  DOI：

  10.1016/s0040-4039(00)79083-6

文献信息

• Hoppe, Dieter; aetow, Mario; Hintze, Folker, Angewandte Chemie, 1993, vol. 105, # 3, p. 430 - 432
  作者：Hoppe, Dieter、aetow, Mario、Hintze, Folker

  DOI：——

  日期：——
• Chiral α,ω-dioxy-carbanions from 1,3-propanediol and 1,4-butanediol by sparteine-assisted deprotonation. Enantioselective synthesis of 1,3- and 1,4-diols, (R)-pantolactone, and a cyclopropane.
  作者：Mario Paetow、Hartmut Ahrens、Dieter Hoppe

  DOI：10.1016/s0040-4039(00)79083-6

  日期：1992.9

  Prostereogenic mono- and dicarbamates of 1,3-propanediol and 1,4-butanediol are deprotonated by the sec-butyllithium/(-)-sparteine system with high enantiotopic differentiation. The electrophilic substitution of the intermediate chiral carbanions furnishes the title compounds with >95% ee.