2,2,3-三甲基-1-硫杂-4-氮杂螺[4.4]壬烷 | 195259-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 2,2,3-三甲基-1-硫杂-4-氮杂螺[4.4]壬烷
• 中文别名: 噁唑烷,2-(1-甲氧基乙烯基)-3,5-二甲基-,(2R,5R)-rel-
• 英文名称: 2,2,3-Trimethyl-1-thia-4-aza-spiro[4.4]nonane
• 英文别名: 2,2,3-Trimethyl-1-thia-4-azaspiro[4.4]nonane
• CAS: 195259-31-5
• 化学式: C₁₀H₁₉NS
• 分子量: 185.334
• InChiKey: QSWSCUPOUWBJDM-UHFFFAOYSA-N

物化性质

• 沸点：
  272.9±15.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对氯苯异氰酸酯 、 2,2,3-三甲基-1-硫杂-4-氮杂螺[4.4]壬烷 以 乙醚 、 环己烷 为溶剂， 反应 8.0h， 以81%的产率得到N-(4-chlorophenyl)carbamoyl-2,2,3-trimethyl-1-thia-4-aza-spiro[4.4]nonane
  参考文献：
  名称：

  A New Enantioselective Synthetic Approach to β-Aminothio-Compoundsvia enantioselective reduction ofN,S-heterocyclic imines

  摘要：

  The enantioselective reduction of N,S-heterocyclic imines, namely thiazolines la,b and 2H-1,4-benzothiazine Ic, via three different reduction methods is reported. The influence of reaction parameters, substituents, and the type of heterocycle was investigated. Reduction of the prochiral imines led to the corresponding amine derivatives 2, 10, 12 and 14. The best result was obtained by stoichiometric enantioselective reduction of Ic with 44% ee.

  DOI：

  10.1002/prac.19973390197
• 作为产物：
  描述：

  3-氯-3-甲基丁酮 在 硼烷四氢呋喃络合物 、 2-氨基-2-甲基-1-丙醇 ammonium hydroxide 、 sodium hydrogensulfide 、 儿萘酚硼烷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 2,2,3-三甲基-1-硫杂-4-氮杂螺[4.4]壬烷
  参考文献：
  名称：

  A New Enantioselective Synthetic Approach to β-Aminothio-Compoundsvia enantioselective reduction ofN,S-heterocyclic imines

  摘要：

  The enantioselective reduction of N,S-heterocyclic imines, namely thiazolines la,b and 2H-1,4-benzothiazine Ic, via three different reduction methods is reported. The influence of reaction parameters, substituents, and the type of heterocycle was investigated. Reduction of the prochiral imines led to the corresponding amine derivatives 2, 10, 12 and 14. The best result was obtained by stoichiometric enantioselective reduction of Ic with 44% ee.

  DOI：

  10.1002/prac.19973390197

文献信息

• A New Enantioselective Synthetic Approach to β-Aminothio-Compoundsvia enantioselective reduction ofN,S-heterocyclic imines
  作者：Iris Reiners、Harald Gröger、Jürgen Martens

  DOI：10.1002/prac.19973390197

  日期：——

  The enantioselective reduction of N,S-heterocyclic imines, namely thiazolines la,b and 2H-1,4-benzothiazine Ic, via three different reduction methods is reported. The influence of reaction parameters, substituents, and the type of heterocycle was investigated. Reduction of the prochiral imines led to the corresponding amine derivatives 2, 10, 12 and 14. The best result was obtained by stoichiometric enantioselective reduction of Ic with 44% ee.