4-nitrophenethyl 4-nitrophenyl carbonate | 1292221-08-9

• 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: 4-nitrophenethyl 4-nitrophenyl carbonate
• 英文别名: (4-Nitrophenyl) 2-(4-nitrophenyl)ethyl carbonate
• CAS: 1292221-08-9
• 化学式: C₁₅H₁₂N₂O₇
• 分子量: 332.269
• InChiKey: NXCIFSGDFDNYFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-nitrophenethyl 4-nitrophenyl carbonate 在 4-二甲氨基吡啶 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.08h， 生成 N1,N4-bis(4-monomethoxytrityl)-N2,N3-bis[2-(4-nitrophenyl)ethoxycarbonyl]spermine
  参考文献：
  名称：

  MMT, Npeoc-protected spermine, a valuable synthon for the solid phase synthesis of oligonucleotide oligospermine conjugates via guanidine linkers

  摘要：

  Solid phase spermine oligomerization via guanidine linkers was achieved using activated thiourea coupling reaction with primary amino group. Disymmetric spermine synthon was efficiently synthesised in eight steps from spermine. MMT group was used as coupling monitor and resulting oligomeric spermines were conjugated to oligonucleotides. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.061
• 作为产物：
  描述：

  对硝基苯乙醇 、 对硝基苯基氯甲酸酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以76.5%的产率得到4-nitrophenethyl 4-nitrophenyl carbonate
  参考文献：
  名称：

  MMT, Npeoc-protected spermine, a valuable synthon for the solid phase synthesis of oligonucleotide oligospermine conjugates via guanidine linkers

  摘要：

  Solid phase spermine oligomerization via guanidine linkers was achieved using activated thiourea coupling reaction with primary amino group. Disymmetric spermine synthon was efficiently synthesised in eight steps from spermine. MMT group was used as coupling monitor and resulting oligomeric spermines were conjugated to oligonucleotides. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.061

文献信息

• US5142047A
  申请人：——

  公开号：US5142047A

  公开（公告）日：1992-08-25
• US5470974A
  申请人：——

  公开号：US5470974A

  公开（公告）日：1995-11-28
• MMT, Npeoc-protected spermine, a valuable synthon for the solid phase synthesis of oligonucleotide oligospermine conjugates via guanidine linkers
  作者：Phanélie Perche、Mitsuharu Kotera、Jean-Serge Remy

  DOI：10.1016/j.bmc.2011.01.061

  日期：2011.3

  Solid phase spermine oligomerization via guanidine linkers was achieved using activated thiourea coupling reaction with primary amino group. Disymmetric spermine synthon was efficiently synthesised in eight steps from spermine. MMT group was used as coupling monitor and resulting oligomeric spermines were conjugated to oligonucleotides. (C) 2011 Elsevier Ltd. All rights reserved.