mono-tert-butyl diphenylsilyl malonate | 862415-72-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: mono-tert-butyl diphenylsilyl malonate
• 英文别名: tert-butyldiphenylsilyl malonate；3-[Tert-butyl(diphenyl)silyl]oxy-3-oxopropanoic acid
• CAS: 862415-72-3
• 化学式: C₁₉H₂₂O₄Si
• 分子量: 342.467
• InChiKey: PDUPFJHQDGCRSB-UHFFFAOYSA-N

物化性质

• 沸点：
  420.9±37.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  mono-tert-butyl diphenylsilyl malonate 、 2-苯基-2-丙醇 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-O-[tert-butyl(diphenyl)silyl] 1-O-(2-phenylpropan-2-yl) propanedioate
  参考文献：
  名称：

  One-pot tethering of organic molecules through non-symmetric malonate derivatives

  摘要：

  A new method for one-pot chemoselective beterobifunctional cross-linking of organic molecules is described. The method is based on tert-butyldiphenylsilyl malonate and involves two sequential carbodiimide couplings with two different molecules possessing a hydroxy or an amino functionality with one intermediate one-pot fluoride deprotection. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.044
• 作为产物：
  描述：

  丙二酸 、 叔丁基二苯基氯硅烷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以38%的产率得到mono-tert-butyl diphenylsilyl malonate
  参考文献：
  名称：

  One-pot tethering of organic molecules through non-symmetric malonate derivatives

  摘要：

  A new method for one-pot chemoselective beterobifunctional cross-linking of organic molecules is described. The method is based on tert-butyldiphenylsilyl malonate and involves two sequential carbodiimide couplings with two different molecules possessing a hydroxy or an amino functionality with one intermediate one-pot fluoride deprotection. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.044

文献信息

• Synthesis and biological investigation of new 4″-malonyl tethered derivatives of erythromycin and clarithromycin
  作者：Daniel Sherman、Liqun Xiong、Alexander S. Mankin、Artem Melman

  DOI：10.1016/j.bmcl.2005.12.033

  日期：2006.3

  A new approach to 4 ''-substituted derivatives of erythromycin and clarithromycin was developed by converting them into corresponding 4"-malonic monoesters. Subsequent carbodiimide coupling with alcohols and amines provided new macrolide derivatives that are capable of binding to 50S ribosomal subunits and inhibiting protein synthesis in cell-free system. (C) 2005 Elsevier Ltd. All rights reserved.
• One-pot tethering of organic molecules through non-symmetric malonate derivatives
  作者：Daniel Sherman、Rimma Shelkov、Artem Melman

  DOI：10.1016/j.tetlet.2005.05.044

  日期：2005.7

  A new method for one-pot chemoselective beterobifunctional cross-linking of organic molecules is described. The method is based on tert-butyldiphenylsilyl malonate and involves two sequential carbodiimide couplings with two different molecules possessing a hydroxy or an amino functionality with one intermediate one-pot fluoride deprotection. (c) 2005 Elsevier Ltd. All rights reserved.