2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(naphthalen-1-ylmethy)adenosine 3'-(2-cyanoethyl diisopropylphosphoramidite)

• 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: 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(naphthalen-1-ylmethy)adenosine 3'-(2-cyanoethyl diisopropylphosphoramidite)
• 英文别名: 3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-[6-(naphthalen-1-ylmethylamino)purin-9-yl]oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• 化学式: C₅₁H₅₆N₇O₆P
• 分子量: 894.023
• InChiKey: ANXJIRACAVXPCD-YMXCJNALSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  65
• 可旋转键数：
  20
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2'-脱氧腺苷 在 吡啶 、 lithium aluminium tetrahydride 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 12.0h， 生成 2'-deoxy-5-O-(4,4'-dimethoxytrityl)-N⁶-(naphthalen-1-ylmethy)adenosine 3'-(2-cyanoethyl diisopropylphosphoramidite)
  参考文献：
  名称：

  1H-苯并三唑作为合成辅助剂在 N6-(芳甲基)-2'-脱氧腺苷的简便途径中：插入三向连接的 DNA 嵌入剂

  摘要：

  The 2'-deoxy-N-6-(naphthalen-1-ylmethyl)-(5a) and N-6-(pyren-1-ylntethyl)adenosine (5b) were synthesized in two steps from 2'-deoxyadenosine and the adequate arenecarbaldehyde with 1H-benzotriazole as a synthetic auxiliary (Scheme). When the N-6-(arylmethyl)-2'-deoxyadenosines were inserted into the junction region of a DNA three-way junction, its thermal stability increased.

  DOI：

  10.1002/1522-2675(20000705)83:7<1408::aid-hlca1408>3.0.co;2-u

文献信息

• 1H-Benzotriazole as Synthetic Auxiliary in a Facile Route to N6-(Arylmethyl)-2′-deoxyadenosines: DNA Intercalators Inserted into Three-Way Junctions
  作者：Sherif A. El-Kafrawy、Magdy A. Zahran、Erik B. Pedersen、Claus Nielsen

  DOI：10.1002/1522-2675(20000705)83:7<1408::aid-hlca1408>3.0.co;2-u

  日期：2000.7.5

  The 2'-deoxy-N-6-(naphthalen-1-ylmethyl)-(5a) and N-6-(pyren-1-ylntethyl)adenosine (5b) were synthesized in two steps from 2'-deoxyadenosine and the adequate arenecarbaldehyde with 1H-benzotriazole as a synthetic auxiliary (Scheme). When the N-6-(arylmethyl)-2'-deoxyadenosines were inserted into the junction region of a DNA three-way junction, its thermal stability increased.