Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-(2-trimethylsilylethynyl)thiophen-3-yl]propanoate | 1432491-64-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-(2-trimethylsilylethynyl)thiophen-3-yl]propanoate
• 英文别名: methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-(2-trimethylsilylethynyl)thiophen-3-yl]propanoate
• CAS: 1432491-64-9
• 化学式: C₁₈H₂₇NO₄SSi
• 分子量: 381.568
• InChiKey: DLUFLNYNTGMRGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  92.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-(2-trimethylsilylethynyl)thiophen-3-yl]propanoate 在 盐酸 、 水 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 4.0h， 生成 2-[(6-Chloro-3,3-dimethyl-2,4-dihydroisoquinolin-1-ylidene)amino]-3-(4-ethynylthiophen-3-yl)propanoic acid
  参考文献：
  名称：

  Design and synthesis of thiophene dihydroisoquinolines as novel BACE1 inhibitors

  摘要：

  Utilizing a structure based design approach, combined with extensive medicinal chemistry execution, highly selective, potent and novel BACE1 inhibitor 8 (BACE1 Alpha assay IC50=8nM) was made from a weak μM potency hit in an extremely efficient way. The detailed SAR and general design approaches will be discussed.

  DOI：

  10.1016/j.bmcl.2013.03.009
• 作为产物：
  描述：

  3-(4-Bromothiophen-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三甲基硅烷化重氮甲烷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[4-(2-trimethylsilylethynyl)thiophen-3-yl]propanoate
  参考文献：
  名称：

  Design and synthesis of thiophene dihydroisoquinolines as novel BACE1 inhibitors

  摘要：

  Utilizing a structure based design approach, combined with extensive medicinal chemistry execution, highly selective, potent and novel BACE1 inhibitor 8 (BACE1 Alpha assay IC50=8nM) was made from a weak μM potency hit in an extremely efficient way. The detailed SAR and general design approaches will be discussed.

  DOI：

  10.1016/j.bmcl.2013.03.009

文献信息

• Design and synthesis of thiophene dihydroisoquinolines as novel BACE1 inhibitors
  作者：Ying-zi Xu、Shendong Yuan、Simeon Bowers、Roy K. Hom、Wayman Chan、Hing L. Sham、Yong L. Zhu、Paul Beroza、Hu Pan、Eric Brecht、Nanhua Yao、Julie Lougheed、Jiangli Yan、Danny Tam、Zhao Ren、Lany Ruslim、Michael P. Bova、Dean R. Artis

  DOI：10.1016/j.bmcl.2013.03.009

  日期：2013.5

  Utilizing a structure based design approach, combined with extensive medicinal chemistry execution, highly selective, potent and novel BACE1 inhibitor 8 (BACE1 Alpha assay IC50=8nM) was made from a weak μM potency hit in an extremely efficient way. The detailed SAR and general design approaches will be discussed.