3-Methyl-6-phenyl-tetrahydro-[1,3]oxazin | 19798-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Methyl-6-phenyl-tetrahydro-[1,3]oxazin
• 英文别名: 3-Methyl-6-phenyl-1,3-oxazinane
• CAS: 19798-87-9
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: JHVJXPDCHHZCCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Methyl-6-phenyl-tetrahydro-[1,3]oxazin 、 苯乙炔 生成 N-<3-Phenyl-propin-(2)-yl>-N-<3-hydroxy-3-phenyl-propyl>-methylamin
  参考文献：
  名称：

  炔属化合物的研究。33.一种合成氨基乙炔化合物的新方法。

  摘要：

  一种新的方便合成多种氨基炔烃的路线已被设计出来，采用了用溴化镁炔烃与氨基醚进行的格林纳反应。在所研究的各种情况下，产率范围在26%到76%之间。该反应可以生成N,N-二(2-丙炔基)胺和1,4-二(2-丙炔基)哌嗪衍生物，但由于N,N-双(丁氧甲基)甲胺（III）的反应活性较低，后者的N,N-二(2-丙炔基)甲胺衍生物反应时间被延长。此外，通过该反应可以从环状氨基醚中获得炔基氨醇。

  DOI：

  10.1248/cpb.11.1049
• 作为产物：
  描述：

  N-甲基-3-苯基-3-羟基丙胺 、 聚合甲醛 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 生成 3-Methyl-6-phenyl-tetrahydro-[1,3]oxazin
  参考文献：
  名称：

  Synthesis of substituted tetrahydro-1,3-oxazines

  摘要：

  DOI：

  10.1007/bf00471518

文献信息

• Method for preparing bis-(substituted tetrahydro-1, 3-oxazino)-methanes
  申请人：SOCONY VACUUM OIL CO INC

  公开号：US02647118A1

  公开（公告）日：1953-07-28
• Synthesis of substituted tetrahydro-1,3-oxazines
  作者：I. P. Boiko、Yu. E. Kazantsev、Yu. F. Malina、O. I. Zhuk、Yu. Yu. Samitov、B. V. Unkovskii

  DOI：10.1007/bf00471518

  日期：1973.4
• Studies on Acetylenic Compounds. XXXIII. A New Synthetic Method for Aminoacetylenic Compounds.
  作者：Issei Iwai、Yasuo Yura

  DOI：10.1248/cpb.11.1049

  日期：——

  A new and convenient route for the synthesis of various kinds of aminoacetylenes has been devised with Grignard reaction of aminoethers using acetylenemagnesium bromide. In the various cases examined, the yields range was 26∼76%. Both N, N-di (2-propynyl) amine- an 1, 4-di (2-propynyl) piperazine derivatives could be produced by this reaction, but in latter N, N-di (2-propynyl) methylamine derivative due to low reactivity of N, N-bis (butoxymethyl) methylamine (III) the reaction time was prolonged. Furthermore, by this reaction acetylenic aminoalcohols were obtained from cyclic aminoethers.

  一种新的方便合成多种氨基炔烃的路线已被设计出来，采用了用溴化镁炔烃与氨基醚进行的格林纳反应。在所研究的各种情况下，产率范围在26%到76%之间。该反应可以生成N,N-二(2-丙炔基)胺和1,4-二(2-丙炔基)哌嗪衍生物，但由于N,N-双(丁氧甲基)甲胺（III）的反应活性较低，后者的N,N-二(2-丙炔基)甲胺衍生物反应时间被延长。此外，通过该反应可以从环状氨基醚中获得炔基氨醇。
• Identification and Comparison of Impurities in Fluoxetine Hydrochloride Synthesized by Seven Different Routes
  作者：David D. Wirth、Marybeth S. Miller、Sathish K. Boini、Thomas M. Koenig

  DOI：10.1021/op000212g

  日期：2000.11.1

  Fluoxetine HCl was prepared by seven different synthetic routes, all previously reported. The major impurities in each route were identified by GC/MS, HPLC/MS, and gradient HPLC analysis. Impurities were classified as being derived from impurities in 4-chlorobenzotrifluoride, those arising during the SNAr reaction of this compound and 3-methylamino-1-phenylpropanol, and those arising during the synthesis of this alcohol. Fifteen impurities belonging to the latter two categories were identified, and their structures were confirmed by synthesis of authentic material for most of the compounds. It was found that a variety of analytical tools was needed for complete characterization of the impurity profile of fluoxetine HCl and that purification of the intermediate and recrystallization of the drug itself are highly effective in minimizing the levels of the impurities.