benzyl (Z)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylprop-2-enoate | 113266-44-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: benzyl (Z)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylprop-2-enoate
• CAS: 113266-44-7
• 化学式: C₂₁H₂₃NO₄
• 分子量: 353.418
• InChiKey: XGFIDHDRQOMWGY-JXAWBTAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  碘苯 、 2-[[(1,1-二甲基乙氧基)羰基]氨基]-2-丙烯酸苄酯 在 palladium diacetate 、 sodium chloride 四丁基氯化铵 、 sodium formate 、 碳酸氢钠 作用下， 以76%的产率得到benzyl (Z)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylprop-2-enoate
  参考文献：
  名称：

  The Heck reaction under ball-milling conditions

  摘要：

  The synthesis of unsaturated unnatural amino acids according to the Heck-Jeffery protocol using a ball-milling procedure is presented. NOE data recorded on the products confirm that the Z-isomer is formed. This type of mechano-chemistry provides an efficient, "solvent free" and reliable method for the synthesis of substituted dehydroalanines. These conditions provide patterns of reactivity complementary to conventional procedures. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.06.045

文献信息

• Carlstroem, Anne-Sofie; Frejd, Torbjoern, Synthesis, 1989, # 6, p. 414 - 418
  作者：Carlstroem, Anne-Sofie、Frejd, Torbjoern

  DOI：——

  日期：——
• Carlstroem, Anne-Sofie; Frejd, Torbjoern, Acta Chemica Scandinavica, 1992, vol. 46, # 2, p. 163 - 171
  作者：Carlstroem, Anne-Sofie、Frejd, Torbjoern

  DOI：——

  日期：——
• CARLSTROM, ANNE-SOFIE;FREJD, TORBJORN, SYNTHESIS,(1989) N, C. 414-418
  作者：CARLSTROM, ANNE-SOFIE、FREJD, TORBJORN

  DOI：——

  日期：——
• The Heck reaction under ball-milling conditions
  作者：Erik Tullberg、Dan Peters、Torbjörn Frejd

  DOI：10.1016/j.jorganchem.2004.06.045

  日期：2004.11

  The synthesis of unsaturated unnatural amino acids according to the Heck-Jeffery protocol using a ball-milling procedure is presented. NOE data recorded on the products confirm that the Z-isomer is formed. This type of mechano-chemistry provides an efficient, "solvent free" and reliable method for the synthesis of substituted dehydroalanines. These conditions provide patterns of reactivity complementary to conventional procedures. (C) 2004 Elsevier B.V. All rights reserved.