(R)-3-Methoxycarbonylmethyl-2-methyl-5-phenyl-morpholine-4-carboxylic acid tert-butyl ester | 606144-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (R)-3-Methoxycarbonylmethyl-2-methyl-5-phenyl-morpholine-4-carboxylic acid tert-butyl ester
• CAS: 606144-90-5
• 化学式: C₁₉H₂₇NO₅
• 分子量: 349.427
• InChiKey: CLFHKYZPVVFCTC-BCLQGDPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-3-Methoxycarbonylmethyl-2-methyl-5-phenyl-morpholine-4-carboxylic acid tert-butyl ester 在 碘代三甲硅烷 作用下， 以 乙腈 为溶剂， 生成 methyl [(2S,3R,5R)-2-methyl-5-phenylmorpholin-3-yl]acetate 、 methyl [(2S,3S,5R)-2-methyl-5-phenylmorpholin-3-yl]acetate 、 methyl [(2R,3S,5R)-2-methyl-5-phenylmorpholin-3-yl]acetate
  参考文献：
  名称：

  Selenium-promoted synthesis of enantiomerically pure substituted morpholines starting from alkenes and chiral aminoalcohols

  摘要：

  Enantiomerically pure 2,3.5-trisubstituted morpholines with two newly created stereocenters have been prepared by a short synthetic sequence caving as the key step the selenium-promoted addition of (R)-phenylglycinol to 1 substituted alkene. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00498-1
• 作为产物：
  描述：

  methyl (2E)-4-({(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}oxy)pent-2-enoate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到(R)-3-Methoxycarbonylmethyl-2-methyl-5-phenyl-morpholine-4-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Selenium-promoted synthesis of enantiomerically pure substituted morpholines starting from alkenes and chiral aminoalcohols

  摘要：

  Enantiomerically pure 2,3.5-trisubstituted morpholines with two newly created stereocenters have been prepared by a short synthetic sequence caving as the key step the selenium-promoted addition of (R)-phenylglycinol to 1 substituted alkene. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00498-1