2,2-Dimethyl-3-phenyl-3,4-dihydro-2H-<1,4>benzothiazine | 49634-66-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2,2-Dimethyl-3-phenyl-3,4-dihydro-2H-<1,4>benzothiazine
• 英文别名: 2,2-dimethyl-3-phenyl-3,4-dihydro-2H-benzo[1,4]thiazine；2,2-Dimethyl-3-phenyl-3,4-dihydro-1,4-benzothiazine
• CAS: 49634-66-4
• 化学式: C₁₆H₁₇NS
• 分子量: 255.384
• InChiKey: VVBDOZIXZSQOEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2,2-Dimethyl-3-phenyl-3,4-dihydro-2H-<1,4>benzothiazine 、 溶剂黄146 生成 4-ethyl-2,2-dimethyl-3-phenyl-3,4-dihydro-2H-benzo[1,4]thiazine
  参考文献：
  名称：

  Sodium borohydride-carboxylic acid systems. Useful reagents for the alkylation of amines

  摘要：

  DOI：

  10.1021/jo00911a038
• 作为产物：
  描述：

  2,2-dimethyl-3-phenyl-2H-1,4-benzothiazine 在 硼烷四氢呋喃络合物 、 azetidin-2-yl(diphenyl)methanol 儿萘酚硼烷 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 2,2-Dimethyl-3-phenyl-3,4-dihydro-2H-<1,4>benzothiazine
  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

• Babudri, Francesco; Di Nunno, Leonardo; Florio, Saverio, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1273 - 1274
  作者：Babudri, Francesco、Di Nunno, Leonardo、Florio, Saverio

  DOI：——

  日期：——
• 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.
• Sodium borohydride-carboxylic acid systems. Useful reagents for the alkylation of amines
  作者：Paolo Marchini、Gaetano Liso、Antonia Reho、Felice Liberatore、Franco Micheletti Moracci

  DOI：10.1021/jo00911a038

  日期：1975.11