(2S,5R)-5-(4-氨基-5-碘-7H-吡咯并[2,3-D]嘧啶-7-基)四氢-2-呋喃甲醇 | 114748-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 中文名称: (2S,5R)-5-(4-氨基-5-碘-7H-吡咯并[2,3-D]嘧啶-7-基)四氢-2-呋喃甲醇
• 英文名称: 7-deaza-2',3'-dideoxy-7-iodoadenosine
• 英文别名: 7-iodo-2',3'-dideoxy-7-deazaadenosine；[(2S,5R)-5-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)oxolan-2-yl]methanol
• CAS: 114748-70-8
• 化学式: C₁₁H₁₃IN₄O₂
• 分子量: 360.154
• InChiKey: OEZWDZXBBPSXGY-POYBYMJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,5R)-5-(4-氨基-5-碘-7H-吡咯并[2,3-D]嘧啶-7-基)四氢-2-呋喃甲醇 在 copper(l) iodide 、 四(三苯基膦)钯 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 7-Deaza-7-propargylamino-ddATP
  参考文献：
  名称：

  Confalone, Pat. N., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 1, p. 31 - 46

  摘要：

  DOI：
• 作为产物：
  描述：

  7-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin-4-amine 在 palladium on activated charcoal mercury(II) diacetate 、 氢气 、 碘 作用下， 以 乙醇 为溶剂， 生成 (2S,5R)-5-(4-氨基-5-碘-7H-吡咯并[2,3-D]嘧啶-7-基)四氢-2-呋喃甲醇
  参考文献：
  名称：

  Confalone, Pat. N., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 1, p. 31 - 46

  摘要：

  DOI：

文献信息

• Total synthesis of 7-iodo-2′,3′-dideoxy-7-deazapurine nucleosides, key intermediates in the preparation of reagents for the automated sequencing of DNA
  作者：Anthony J. Cocuzza

  DOI：10.1016/s0040-4039(00)80417-7

  日期：1988.1

  Practical syntheses of 7-iodo-2′,3′-dideoxy-7-deazaadenosine and 7-iodo-2′,3′-dideoxy-7-deazaguanosine are described. These iodonucleosides can be converted into fluorescence-tagged chain-terminating substrates for DNA polymerases.

  描述了7-碘-2'，3'-二脱氧-7-脱氮杂腺苷和7-碘-2'，3'-二脱氧-7-脱氮鸟苷的实用合成。这些碘核苷可以转化为DNA聚合酶的荧光标记的链终止底物。
• Solvent, not palladium oxidation state, is the primary determinant for successful coupling of terminal alkynes with iodo-nucleosides
  作者：Morris J. Robins、Ravi S. Vinayak、Steven G. Wood

  DOI：10.1016/s0040-4039(00)97456-2

  日期：——

  Coupling of iodo-nucleosides with terminal alkynes such as 3-(acylamino)propynes, whose initial products readily undergo secondary cyclization reactions, can be effected smoothly by the standard catalysis with (Ph3P)2PdCl2/CuI/Et3N in dimethylformamide.

  碘代核苷与末端炔烃（例如3-（酰基氨基）丙炔）的偶联，其初始产物容易发生二级环化反应，可以通过（Ph 3 P）2 PdCl 2 / CuI / Et 3 N in二甲基甲酰胺。
• Templated molecules and methods for using such molecules
  申请人：Nuevolution A/S

  公开号：EP1905829A2

  公开（公告）日：2008-04-02

  Biological systems allow template-directed synthesis of α-peptides. The present invention enables a system that allows template-directed synthesis of other types of polymers as well as α-peptides. The present invention relates to templated molecules and templated molecules linked to a predetermined template. The templated molecules comprise a sequence of functional groups that are linked together. Each functional group is initially linked to an element capable of complementing a predetermined coding element of the template. Following complementation of a coding element, or complementation of a plurality of coding elements, the appended functional groups are linked and the templated moleculed is formed.

  生物系统可实现α肽的模板定向合成。本发明所采用的系统可以模板定向合成其他类型的聚合物以及α-肽。本发明涉及模板分子和与预定模板相连的模板分子。模板分子包括一连串连接在一起的官能团。每个功能基团最初都与一个能与模板的预定编码元件互补的元件相连。在一个编码元件或多个编码元件互补后，连接附加的官能团，形成模板分子。
• COCUZZA, ANTHONY J., TETRAHEDRON LETT., 29,(1988) N 33, C. 4061-4064
  作者：COCUZZA, ANTHONY J.

  DOI：——

  日期：——
• ADENOSINE ANALOG AND ITS USE IN REGULATING THE CIRCADIAN CLOCK
  申请人：NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING

  公开号：US20210338706A1

  公开（公告）日：2021-11-04

  The present invention provides a kind of nucleoside analogue compounds, and a composition comprising the compound and pentostatin, their use for modulating circadian rhythm, preferably, for shifting circadian phase, and methods for modulating circadian rhythm, preferably, for shifting circadian phase via the compound or the composition.