N''-(3-(bromomethyl)benzyl)-N,N'-bis(tert-butoxycarbonyl)guanidine | 1311939-57-7

• 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: N''-(3-(bromomethyl)benzyl)-N,N'-bis(tert-butoxycarbonyl)guanidine
• 英文别名: tert-butyl N-[N'-[[3-(bromomethyl)phenyl]methyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate
• CAS: 1311939-57-7
• 化学式: C₁₉H₂₈BrN₃O₄
• 分子量: 442.353
• InChiKey: HFBJHFGUPITNLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  89
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,4-di-tert-butyl 1,4,7-triazonane-1,4-dicarboxylate 、 N''-(3-(bromomethyl)benzyl)-N,N'-bis(tert-butoxycarbonyl)guanidine 在 2,6-二叔丁基吡啶 作用下， 以 乙腈 为溶剂， 反应 30.0h， 以52%的产率得到1-{m-[bis(tert-butoxycarbonyl)guanidino]xylyl}-4,7-bis(tert-butoxycarbonyl)-1,4,7-triazacyclononane
  参考文献：
  名称：

  General Base–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases

  摘要：

  Artificial phosphodiesterases that combine a guanidinium unit with a general base connected by a m-xylylene linker catalyze the transesterification of the RNA model compound 2-hydroxypropyl p-nitrophenyl phosphate (HPNP). The bifunctional catalysts presented in this work show varying extents of cooperation between catalytic units and a rate enhancement of 4 x 10(4) in the most favorable case.

  DOI：

  10.1021/jo2004007
• 作为产物：
  描述：

  3-氨甲基苯甲醇 在 2,6-二叔丁基吡啶 、 三溴化磷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 33.0h， 生成 N''-(3-(bromomethyl)benzyl)-N,N'-bis(tert-butoxycarbonyl)guanidine
  参考文献：
  名称：

  General Base–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases

  摘要：

  Artificial phosphodiesterases that combine a guanidinium unit with a general base connected by a m-xylylene linker catalyze the transesterification of the RNA model compound 2-hydroxypropyl p-nitrophenyl phosphate (HPNP). The bifunctional catalysts presented in this work show varying extents of cooperation between catalytic units and a rate enhancement of 4 x 10(4) in the most favorable case.

  DOI：

  10.1021/jo2004007

文献信息

• General Base–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases
  作者：Riccardo Salvio、Roberta Cacciapaglia、Luigi Mandolini

  DOI：10.1021/jo2004007

  日期：2011.7.1

  Artificial phosphodiesterases that combine a guanidinium unit with a general base connected by a m-xylylene linker catalyze the transesterification of the RNA model compound 2-hydroxypropyl p-nitrophenyl phosphate (HPNP). The bifunctional catalysts presented in this work show varying extents of cooperation between catalytic units and a rate enhancement of 4 x 10(4) in the most favorable case.