N''-(3-(imidazol-1-yl)methylbenzyl)-N,N'-bis(tert-butoxycarbonyl)guanidine | 1311939-56-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N''-(3-(imidazol-1-yl)methylbenzyl)-N,N'-bis(tert-butoxycarbonyl)guanidine
• 英文别名: tert-butyl N-[N'-[[3-(imidazol-1-ylmethyl)phenyl]methyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate
• CAS: 1311939-56-6
• 化学式: C₂₂H₃₁N₅O₄
• 分子量: 429.519
• InChiKey: QLGJJYYDXVYGQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N''-(3-(imidazol-1-yl)methylbenzyl)-N,N'-bis(tert-butoxycarbonyl)guanidine 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 70.0h， 以81%的产率得到3-(imidazol-1-yl)methylbenzylguanidine hydrochloride
  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-氰基苄基溴 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 36.5h， 生成 N''-(3-(imidazol-1-yl)methylbenzyl)-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.