5-羟基-3-甲基-4-苯基-1,3-恶嗪烷-2-酮 | 828272-15-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-羟基-3-甲基-4-苯基-1,3-恶嗪烷-2-酮
• 英文名称: 5-hydroxy-3-methyl-4-phenyltetrahydro-1,3-oxazin-2-one
• 英文别名: (4S,5S)-5-hydroxy-3-methyl-4-phenyl-1,3-oxazinan-2-one
• CAS: 828272-15-7
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: FWPPYNDORRSYOQ-ZJUUUORDSA-N

物化性质

• 熔点：
  155-157 °C(Solvent: Ethyl acetate ; Hexane)
• 沸点：
  446.1±45.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-[(tert-butoxycarbonyl)(methyl)amino]-3-phenyl-1,2-propanediol 在 吡啶 、 对甲苯磺酰氯 作用下， 以60%的产率得到5-羟基-3-甲基-4-苯基-1,3-恶嗪烷-2-酮
  参考文献：
  名称：

  Novel examples of the N-methyl effect on cyclisations of N-Boc derivatives of amino alcohols. A theoretical study

  摘要：

  New examples of the N-methyl effect on the cyclisation of N-tert-butoxycarbonyl derivatives of amino alcohols are reported. Ab initio studies for the displacement step with formation of the five-membered heterocycle indicate that the increase of the nucleophile character of the carbonyl oxygen of the carbamate group with the N-methyl substitution is responsible for the acceleration of the cyclisation step. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.038

文献信息

• Novel examples of the N-methyl effect on cyclisations of N-Boc derivatives of amino alcohols. A theoretical study
  作者：A. Hamdach、E.M. El Hadrami、M.L. Testa、S. Gil、E. Zaballos-García、J. Sepúlveda-Arques、P. Arroyo、L.R. Domingo

  DOI：10.1016/j.tet.2004.10.038

  日期：2004.12

  New examples of the N-methyl effect on the cyclisation of N-tert-butoxycarbonyl derivatives of amino alcohols are reported. Ab initio studies for the displacement step with formation of the five-membered heterocycle indicate that the increase of the nucleophile character of the carbonyl oxygen of the carbamate group with the N-methyl substitution is responsible for the acceleration of the cyclisation step. (C) 2004 Elsevier Ltd. All rights reserved.