1-Benzoyl-3-{1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-thiourea | 203259-04-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 1-Benzoyl-3-{1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-thiourea
• CAS: 203259-04-5
• 化学式: C₂₉H₄₆N₄O₅SSi₂
• 分子量: 618.945
• InChiKey: KZBOTUSKFPPJLB-WMTXJRDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  103.71
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-Benzoyl-3-{1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-thiourea 在 碳酸氢铵 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以72%的产率得到N-[N'-[1-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxopyrimidin-4-yl]carbamimidoyl]benzamide
  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：

  苯甲酰基异硫氰酸酯 、 2',3'-二-O-(叔-丁基二甲基硅烷基)-2'-脱氧胞苷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以15%的产率得到1-Benzoyl-3-{1-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-thiourea
  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