[5-(2-{(R)-2-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-hydroxy-ethyl}-3-dimethylsulfamoyl-3H-benzoimidazol-5-yl)-thiazol-2-yl]-methyl-carbamic acid tert-butyl ester | 479198-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: [5-(2-{(R)-2-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-hydroxy-ethyl}-3-dimethylsulfamoyl-3H-benzoimidazol-5-yl)-thiazol-2-yl]-methyl-carbamic acid tert-butyl ester
• CAS: 479198-84-0
• 化学式: C₄₂H₅₅N₅O₈S₂Si
• 分子量: 850.145
• InChiKey: YKVOBFXHKALSBP-GVBYMILNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.71
• 重原子数：
  58.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  145.55
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  [5-(2-{(R)-2-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-hydroxy-ethyl}-3-dimethylsulfamoyl-3H-benzoimidazol-5-yl)-thiazol-2-yl]-methyl-carbamic acid tert-butyl ester 在 4-二甲氨基吡啶 、 三乙胺 、 tin(ll) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 18.5h， 生成 (5-{2-[(2S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-3-dimethylsulfamoyl-3H-benzoimidazol-5-yl}-thiazol-2-yl)-methyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis, Incorporation into Triplex-Forming Oligonucleotide, and Binding Properties of a Novel 2‘-Deoxy-C-Nucleoside Featuring a 6-(Thiazolyl-5)benzimidazole Nucleobase

  摘要：

  6-(Thiazolyl-5)benzimidazole (B-1) was designed as a novel nucleobase for the specific recognition of an inverted A(.)T base pair in a triple helix motif. It was successfully incorporated into an 18-mer triplex-forming oligonucleotide (TFO) using the 2'-deoxy-C-nucleoside phosphoramidite 16. The triple helix binding properties of the modified TFO were examined by means of thermal denaturation experiments targeting an oligopyrimidine-oligopurine 26-mer DNA duplex containing an A-T base pair inversion.

  DOI：

  10.1021/ol026609h
• 作为产物：
  描述：

  2-(N-tert-butoxycarbonyl-N-methyl-amino)-5-tributyltin-thiazole 在 四(三苯基膦)钯 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.75h， 生成 [5-(2-{(R)-2-[(4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-1-hydroxy-ethyl}-3-dimethylsulfamoyl-3H-benzoimidazol-5-yl)-thiazol-2-yl]-methyl-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis, Incorporation into Triplex-Forming Oligonucleotide, and Binding Properties of a Novel 2‘-Deoxy-C-Nucleoside Featuring a 6-(Thiazolyl-5)benzimidazole Nucleobase

  摘要：

  6-(Thiazolyl-5)benzimidazole (B-1) was designed as a novel nucleobase for the specific recognition of an inverted A(.)T base pair in a triple helix motif. It was successfully incorporated into an 18-mer triplex-forming oligonucleotide (TFO) using the 2'-deoxy-C-nucleoside phosphoramidite 16. The triple helix binding properties of the modified TFO were examined by means of thermal denaturation experiments targeting an oligopyrimidine-oligopurine 26-mer DNA duplex containing an A-T base pair inversion.

  DOI：

  10.1021/ol026609h