(1R,4S,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane | 223591-04-6

• 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: (1R,4S,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane
• CAS: 223591-04-6
• 化学式: C₂₇H₂₈O₆
• 分子量: 448.516
• InChiKey: XWLQVTPTYCZERR-KKUQBAQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  双(二异丙基氨基)(2-氰基乙氧基)膦 、 (1R,4S,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane 在 二异丙基铵盐四氮唑 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 以86%的产率得到(1R,4S,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-(2-cyanoethoxy(diisopropylamino)phosphinoxy)-2,5-dioxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Triplex-forming enhancement with high sequence selectivity by single 2′-O,4′-C-methylene bridged nucleic acid (2′,4′-BNA) modification

  摘要：

  Tripler-forming ability of the oligonucleotides containing one 2'-O,3'-C-methyleneribonucleic acid (2',4'-BNA) unit was investigated by measurement of the melting temperature (T-m), and the 2',4'-BNA modification promoted the marked tripler stabilization in a highly sequence-selective manner. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01607-5
• 作为产物：
  描述：

  (1S,3RS,4R,7S)-7-benzyloxy-1-benzyloxymethyl-3-methoxy-2,5-dioxabicyclo[2.2.1]heptane 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 氢气 、 sodium hydride 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.33h， 生成 (1R,4S,7S)-1-(4,4'-dimethoxytrityl)oxymethyl-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Synthesis of Abasic Locked Nucleic Acid and Two seco-LNA Derivatives and Evaluation of Their Hybridization Properties Compared with Their More Flexible DNA Counterparts

  摘要：

  To investigate the structural basis of the unique hybridization properties of LNA (locked nucleic acid) three novel LNA derivatives with modified carbohydrate parts were synthesized and evaluated with respect to duplex stabilities. The abasic LNA monomer (X(L), Figure 1) with the rigid carbohydrate moiety of LNA but no nucleobase attached showed no enhanced duplex stabilities compared to its more flexible abasic DNA counterpart (X, Figure 1). These results suggest that the exceptional hybridization properties of LNA primarily originate from improved intrastrand nucleobase stacking and not backbone preorganization. Two monocyclic seco-LNA derivatives, obtained by cleavage of the C1'-O4' bond of an LNA monomer or complete removal of the O4'-furanose oxygen atom (Z(L) and dZ(L), respectively, Figure 1), were compared to their acyclic DNA counterpart (Z, Figure 1). Even though they are more constrained than Z, the seco-LNA derivatives Z(L) and dZ(L) destabilize duplex formation even more than the flexible seco-DNA monomer Z.

  DOI：

  10.1021/jo000275x

文献信息

• 一种脱氧核糖衍生物的制备的方法
  申请人：北京瑞博奥医药科技有限公司

  公开号：CN117105996A

  公开（公告）日：2023-11-24

  本发明提供1,2‑二脱氧‑D‑呋喃糖5羟基保护类化合物（式V和式X)的制备方法。本发明路线选择性高、反应产率高、操作简便、后处理绿色环保，更利于放大生产，具有较好应用前景。其中，式V和式X的结构如下：#imgabs0#，#imgabs1#，其中，R1、R2和R3的定义如说明书定义。
• Kvaerno, Lisbet; Wengel, Jesper, Chemical Communications, 1999, # 7, p. 657 - 658
  作者：Kvaerno, Lisbet、Wengel, Jesper

  DOI：——

  日期：——