N-(1-{(2S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-guanidine | 203259-07-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-(1-{(2S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-guanidine
• CAS: 203259-07-8
• 化学式: C₃₇H₄₇N₅O₅Si
• 分子量: 669.896
• InChiKey: CBAOPEWUNLCAGO-QAXCHELISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.15
• 重原子数：
  48.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  136.21
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-(1-{(2S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-guanidine 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(1-{(2S,4S,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-N'-isobutyryl-guanidine
  参考文献：
  名称：

  Synthesis of 4-guanidinopyrimidine nucleosides for triple helix-mediated guanine and cytosine recognition

  摘要：

  Recognition of DNA sequences by triple helix-forming oligonucleotides is restricted to homopurine sequences. Based on geometrical considerations, a single nucleoside, 4-guanidinocytidine 1, was designed to recognize both guanosine (as the natural 1 beta anomer) and cytidine (as the 1 alpha anomer) in a new triple helix context where the third strand is centered in the major groove of the target duplex. Several methods of synthesis of this nucleoside are described. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10627-x
• 作为产物：
  描述：

  在 potassium tert-butylate 、 sodium hydride 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 16.0h， 生成 N-(1-{(2S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl)-guanidine
  参考文献：
  名称：

  Synthesis of 4-guanidinopyrimidine nucleosides for triple helix-mediated guanine and cytosine recognition

  摘要：

  Recognition of DNA sequences by triple helix-forming oligonucleotides is restricted to homopurine sequences. Based on geometrical considerations, a single nucleoside, 4-guanidinocytidine 1, was designed to recognize both guanosine (as the natural 1 beta anomer) and cytidine (as the 1 alpha anomer) in a new triple helix context where the third strand is centered in the major groove of the target duplex. Several methods of synthesis of this nucleoside are described. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10627-x