2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-3-[4S-(4-methoxy-benzyloxy)-5R-(4-methoxy-benzyloxy-methyl)-tetrahydro-furan-2R-yl]-pyridine | 316808-03-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-3-[4S-(4-methoxy-benzyloxy)-5R-(4-methoxy-benzyloxy-methyl)-tetrahydro-furan-2R-yl]-pyridine
• CAS: 316808-03-4
• 化学式: C₄₀H₆₁NO₇Si₂
• 分子量: 724.098
• InChiKey: TWOAIBQANSYUPB-NVLDWDGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.77
• 重原子数：
  50.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  77.5
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-3-[4S-(4-methoxy-benzyloxy)-5R-(4-methoxy-benzyloxy-methyl)-tetrahydro-furan-2R-yl]-pyridine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以98%的产率得到{6-hydroxymethyl-3-[4S-(4-methoxy-benzyloxy)-5R-(4-methoxy-benzyloxy-methyl)-tetrahydro-furan-2R-yl]-pyridin-2-yl}-methanol
  参考文献：
  名称：

  A second-generation copper(II)-mediated metallo-DNA-base pair

  摘要：

  Metal-dependent pairing of nucleobases represents an alternative DNA base pairing scheme. Our first-generation copper(II)-mediated pyridine-2,6-dicarboxylate (Dipic) and pyridine (Py) metallo-base pair has a stability comparable to the natural base pairs dA:dT and dC:dG but does not have the selectivity of the Watson Crick base pairs. In order to increase the selectivity of base pair formation, a second-generation metallo-base pair was generated consisting of a pyridine-2,6-dicarboxamide (Dipam) and a pyridine (Py) nucleobase. This new metallo-base pair is more stable than the natural base pairs dA:dT and dC:dG and highly selective against mispairing. In addition, incorporation of multiple metallo-base pairs into DNA results in the formation of stable duplexes demonstrating that hydrogen bonding base pairs can efficiently be replaced by metal-dependent base pairs at multiple sites in DNA. (C) 2003 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2003.09.001
• 作为产物：
  描述：

  (3-bromo-6-hydroxymethyl-pyridin-2-yl)-methanol 在 吡啶 、 2,6-二甲基吡啶 、 正丁基锂 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 9.5h， 生成 2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-3-[4S-(4-methoxy-benzyloxy)-5R-(4-methoxy-benzyloxy-methyl)-tetrahydro-furan-2R-yl]-pyridine
  参考文献：
  名称：

  A second-generation copper(II)-mediated metallo-DNA-base pair

  摘要：

  Metal-dependent pairing of nucleobases represents an alternative DNA base pairing scheme. Our first-generation copper(II)-mediated pyridine-2,6-dicarboxylate (Dipic) and pyridine (Py) metallo-base pair has a stability comparable to the natural base pairs dA:dT and dC:dG but does not have the selectivity of the Watson Crick base pairs. In order to increase the selectivity of base pair formation, a second-generation metallo-base pair was generated consisting of a pyridine-2,6-dicarboxamide (Dipam) and a pyridine (Py) nucleobase. This new metallo-base pair is more stable than the natural base pairs dA:dT and dC:dG and highly selective against mispairing. In addition, incorporation of multiple metallo-base pairs into DNA results in the formation of stable duplexes demonstrating that hydrogen bonding base pairs can efficiently be replaced by metal-dependent base pairs at multiple sites in DNA. (C) 2003 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2003.09.001