5-cyanovinyl-2'-deoxy-5'-dimethoxytrityl-1'α-uridine | 862100-45-6

• 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: 5-cyanovinyl-2'-deoxy-5'-dimethoxytrityl-1'α-uridine
• 英文别名: (E)-3-[1-[(2S,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-2,4-dioxopyrimidin-5-yl]prop-2-enenitrile
• CAS: 862100-45-6
• 化学式: C₃₃H₃₁N₃O₇
• 分子量: 581.625
• InChiKey: LUMTWSWRRZYHRC-YMEPCRNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-cyanovinyl-2'-deoxy-5'-dimethoxytrityl-1'α-uridine 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 四氮唑 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 3-[[(2R,3S,5S)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-[5-[(E)-2-cyanoethenyl]-2,4-dioxopyrimidin-1-yl]oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
  参考文献：
  名称：

  Template-Directed DNA Photoligation via α-5-Cyanovinyldeoxyuridine

  摘要：

  We describe an efficient template-directed photoligation of oligodeoxynucleotides (ODNs) using alpha-5-cyanovinyldeoxyuridine (alpha U-C). An efficient photoligation was produced by photoirradiation of an ODN containing alpha U-C at the 3 ' end with an ODN containing thymine at the 5 ' end in the presence of a template ODN. This photoligation method is a new and efficient way to synthesize branched ODNs.

  DOI：

  10.1021/ol050709g
• 作为产物：
  描述：

  2-deoxy-D-ribose 在 palladium diacetate 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 copper(l) iodide 、 三乙胺 、 乙酰氯 、 三苯基膦 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醚 、 乙腈 为溶剂， 反应 62.17h， 生成 5-cyanovinyl-2'-deoxy-5'-dimethoxytrityl-1'α-uridine
  参考文献：
  名称：

  Template-Directed DNA Photoligation via α-5-Cyanovinyldeoxyuridine

  摘要：

  We describe an efficient template-directed photoligation of oligodeoxynucleotides (ODNs) using alpha-5-cyanovinyldeoxyuridine (alpha U-C). An efficient photoligation was produced by photoirradiation of an ODN containing alpha U-C at the 3 ' end with an ODN containing thymine at the 5 ' end in the presence of a template ODN. This photoligation method is a new and efficient way to synthesize branched ODNs.

  DOI：

  10.1021/ol050709g

文献信息

• Template-Directed DNA Photoligation via α-5-Cyanovinyldeoxyuridine
  作者：Masayuki Ogino、Yoshinaga Yoshimura、Akio Nakazawa、Isao Saito、Kenzo Fujimoto

  DOI：10.1021/ol050709g

  日期：2005.7.1

  We describe an efficient template-directed photoligation of oligodeoxynucleotides (ODNs) using alpha-5-cyanovinyldeoxyuridine (alpha U-C). An efficient photoligation was produced by photoirradiation of an ODN containing alpha U-C at the 3 ' end with an ODN containing thymine at the 5 ' end in the presence of a template ODN. This photoligation method is a new and efficient way to synthesize branched ODNs.