(4-amino-2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetic acid tert-butyl ester | 654679-45-5

• 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-amino-2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetic acid tert-butyl ester
• CAS: 654679-45-5
• 化学式: C₁₈H₂₂N₄O₅
• 分子量: 374.396
• InChiKey: VBQINPXYMXTQCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  136.4
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (4-amino-2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetic acid tert-butyl ester 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 {[2-(4-amino-2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-amino}-acetic acid pentafluorophenyl ester
  参考文献：
  名称：

  Formation and Stability of a Janus-Wedge Type of DNA Triplex

  摘要：

  A new type of DNA targeting with the formation of a Janus-Wedge (J-W) triple helix is described. The "wedge" residue (W) attached to a PNA backbone is designed to insert itself into double-stranded DNA and base pair with both Watson-Crick faces. To study the stability of such an assembly, we have examined the formation of the J-W triplex with dC8 - T8 target sequence. The use of this target sequence permits the study of this new helix form without competing Watson-Crick interactions between the two target residues. Studies indicate that the W strand binds to both target strands, with defined polarity and a stability (-15.2 kcal/mol) that is roughly the sum of the two independent duplex interactions.

  DOI：

  10.1021/ja038081x
• 作为产物：
  描述：

  溴乙酸叔丁酯 在 吡啶 、 4-二甲氨基吡啶 、 碳酸氢钠 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 生成 (4-amino-2-benzyloxycarbonylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetic acid tert-butyl ester
  参考文献：
  名称：

  Formation and Stability of a Janus-Wedge Type of DNA Triplex

  摘要：

  A new type of DNA targeting with the formation of a Janus-Wedge (J-W) triple helix is described. The "wedge" residue (W) attached to a PNA backbone is designed to insert itself into double-stranded DNA and base pair with both Watson-Crick faces. To study the stability of such an assembly, we have examined the formation of the J-W triplex with dC8 - T8 target sequence. The use of this target sequence permits the study of this new helix form without competing Watson-Crick interactions between the two target residues. Studies indicate that the W strand binds to both target strands, with defined polarity and a stability (-15.2 kcal/mol) that is roughly the sum of the two independent duplex interactions.

  DOI：

  10.1021/ja038081x