methyl (2E,4R)-4-({(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}oxy)-4-phenylbut-2-enoate | 606144-87-0

• 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: methyl (2E,4R)-4-({(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}oxy)-4-phenylbut-2-enoate
• 英文别名: methyl (E,4R)-4-[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylethoxy]-4-phenylbut-2-enoate
• CAS: 606144-87-0
• 化学式: C₂₄H₂₉NO₅
• 分子量: 411.498
• InChiKey: PLOGYVLUXFOWKC-RJCGUJTNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2E,4R)-4-({(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}oxy)-4-phenylbut-2-enoate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以42%的产率得到tert-butyl (2S,3R,5R)-3-(2-methoxy-2-oxoethyl)-2,5-diphenylmorpholine-4-carboxylate
  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：

  Boc-D-苯甘氨醇 在 三氟化硼乙醚 、 双氧水 作用下， 以 二氯甲烷 为溶剂， 生成 methyl (2E,4R)-4-({(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}oxy)-4-phenylbut-2-enoate
  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

文献信息

• Selenium-promoted synthesis of enantiomerically pure substituted morpholines starting from alkenes and chiral aminoalcohols
  作者：Marcello Tiecco、Lorenzo Testaferri、Francesca Marini、Silvia Sternativo、Claudio Santi、Luana Bagnoli、Andrea Temperini

  DOI：10.1016/s0957-4166(03)00498-1

  日期：2003.9

  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.