4-amino-1-[(2R,4S,5R)-4-[[4-(azidomethyl)phenyl]-di(propan-2-yl)silyl]oxy-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-2-yl]pyrimidin-2-one | 1133959-38-2

• 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: 4-amino-1-[(2R,4S,5R)-4-[[4-(azidomethyl)phenyl]-di(propan-2-yl)silyl]oxy-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-2-yl]pyrimidin-2-one
• CAS: 1133959-38-2
• 化学式: C₄₃H₅₀N₆O₆Si
• 分子量: 774.992
• InChiKey: VVDAVGPQMFRYNR-USBBMYKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.01
• 重原子数：
  56
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-[1-[(2R,4S,5R)-4-[[4-(azidomethyl)phenyl]-di(propan-2-yl)silyl]oxy-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-2-yl]-2-oxopyrimidin-4-yl]acetamide 在 叔丁胺 作用下， 以 甲醇 为溶剂， 反应 7.5h， 以564 mg的产率得到4-amino-1-[(2R,4S,5R)-4-[[4-(azidomethyl)phenyl]-di(propan-2-yl)silyl]oxy-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-2-yl]pyrimidin-2-one
  参考文献：
  名称：

  Introduction of 3′-Terminal Nucleosides Having a Silyl-Type Linker into Polymer Supports without Base Protection

  摘要：

  New 3'-terminal deoxyribonucleoside-loading reagents having a silyl-type linker were developed. They were effectively introduced into polymer supports under the conditions of Huisgen [3 + 2] cycloaddition without base protection. Moreover, four unmodified DNA oligomers d[TACCTAAATCCAX] (X = T, A, C, and A) and a base-labile modified DNA 12mer d[A*C*T*C*C*GT*C*T*A*C*G] 16 (A* = 6-N-acetyl-8-aza-7-deaza-2'-deoxyadenosine, C* = 4-N-acetyl-2'-deoxyctydine, T* = 2-thio-T) were successfully synthesized by cleavage of the silyl-type linker using Bu4NF under neutral conditions in our N-unprotected phosphoramidite method. In this paper, we also report a new reaction of chlorination of cytosine base using 1,3-dichloro-5,5-dimethylhydantoin.

  DOI：

  10.1021/jo9000965