(Z)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(3,5-dimethoxyphenyl)acrylate | 1259394-66-5

• 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: (Z)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(3,5-dimethoxyphenyl)acrylate
• 英文别名: methyl (Z)-3-(3,5-dimethoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]prop-2-enoate
• CAS: 1259394-66-5
• 化学式: C₁₇H₂₃NO₆
• 分子量: 337.373
• InChiKey: KBINQOPIIDAYMB-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,5-二甲氧基苯甲醛 、 trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate 在 caesium carbonate 作用下， 反应 7.0h， 以100%的产率得到(Z)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(3,5-dimethoxyphenyl)acrylate
  参考文献：
  名称：

  Solvent-free synthesis of unsaturated amino esters in a ball-mill

  摘要：

  The ball-milling technique was used under solvent-free conditions to perform a Horner-Wadsworth-Emmons reaction in the presence of a mild carbonate base. Starting from a phosphonate-substituted glycine, this method gave access to Boc-protected unsaturated amino esters in excellent yield and selectivity in many cases. The scope of the reaction was delineated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.069

文献信息

• Solvent-free synthesis of unsaturated amino esters in a ball-mill
  作者：Alice Baron、Jean Martinez、Frédéric Lamaty

  DOI：10.1016/j.tetlet.2010.09.069

  日期：2010.12

  The ball-milling technique was used under solvent-free conditions to perform a Horner-Wadsworth-Emmons reaction in the presence of a mild carbonate base. Starting from a phosphonate-substituted glycine, this method gave access to Boc-protected unsaturated amino esters in excellent yield and selectivity in many cases. The scope of the reaction was delineated. (C) 2010 Elsevier Ltd. All rights reserved.