(4R*,6R*)-3,6-dimethyl-4,6-diphenyltetrahydro-1,3-oxazine | 54695-64-6

• 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: (4R*,6R*)-3,6-dimethyl-4,6-diphenyltetrahydro-1,3-oxazine
• 英文别名: 3,6-Dimethyl-4,6-diphenyl-1,3-tetrahydrooxazin；3,6c-dimethyl-4r,6t-diphenyl-[1,3]oxazinane
• CAS: 54695-64-6；54695-65-7
• 化学式: C₁₈H₂₁NO
• 分子量: 267.371
• InChiKey: XCYVQMKTVDCFTK-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (3R*,5R*)-2,5-dimethyl-3,5-diphenylisoxazolidine 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 9.5h， 生成 (4R*,6R*)-3,6-dimethyl-4,6-diphenyltetrahydro-1,3-oxazine
  参考文献：
  名称：

  Ring-opening of Isoxazolidine Nucleus by Trimethyl Posphate Treatment: Formation of Tertiary Allylic Alcohols via Intermediate 1,3-Oxazinium Salts

  摘要：

  5,5-Disubstituted isoxazolidines undergo ring opening reaction, leading to tertiary allylic alcohols, by sequential treatment with trimethyl phosphate (TMP) and NaH. The reaction proceeds through sequence steps which involve an initial alkylation to isoxazolidinium intermediate, followed by ring expansion to tetrahydro-1,3-oxazine, further alkylation and a Hofmann-like elimination towards the final products promoted by NaH.

  DOI：

  10.3987/com-92-6239

文献信息

• 1,3-asymmetric induction—VI
  作者：C. Fouquey、J. Jacques、L. Angiolini、M. Tramontini

  DOI：10.1016/s0040-4020(01)97449-6

  日期：1974.1

  The stereochemical course of the reaction between organo-metals and β-asymmetric amino-ketones has been investigated by varying the nature of the reagent and the substituents in the substrate, as well as the distance of the amino-group from the reaction center.

  通过改变试剂和底物中取代基的性质以及氨基到反应中心的距离，研究了有机金属与β-不对称氨基酮之间反应的立体化学过程。