5-azido-hex-1-yne | 1394843-72-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 5-azido-hex-1-yne
• 英文别名: 5-Azidohex-1-yne；5-azidohex-1-yne
• CAS: 1394843-72-1
• 化学式: C₆H₉N₃
• 分子量: 123.158
• InChiKey: KRZUJIKFRVLMGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-azido-hex-1-yne 、 3-碘-5,5-二甲基环己-2-烯-1-酮 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以87%的产率得到3-(5-azidohex-1-ynyl)-5,5-dimethylcyclohex-2-enone
  参考文献：
  名称：

  金催化一步法构建5位上有吸电子基团的2,3-二氢-1H-吡咯嗪：7-甲氧基茂油的正式合成

  摘要：

  什么是环的形成！在金催化下，一步线性叠氮en炔在一个步骤中形成了一个在5位带有一个吸电子基团（EWG）的双环二氢吡咯烷酮。这种新颖的途径涉及使用叠氮化物，为氮烯的前体，电子控制区域选择性，和不稳定1- azapentadienium离子的产生和它们的周环反应。该方法用于7-甲氧基亚油基的正式合成（参见方案）。

  DOI：

  10.1002/anie.201203678

文献信息

• Synthesis of Bicyclic Imidazoles via [2 + 3] Cycloaddition between Nitriles and Regioselectively Generated α-Imino Gold Carbene Intermediates
  作者：Yuanjing Xiao、Liming Zhang

  DOI：10.1021/ol302102h

  日期：2012.9.7

  The cyclic alpha-imino gold carbene intermediate B is most likely generated in situ via regioselective nitrene transfer from an azido group to a tethered terminal alkyne in the presence of a gold catalyst and at ambient temperature. This highly electrophilic intermediate can react with a weakly nucleophilic nitrile, which is used as the reaction solvent, to deliver a bicyclic imidazole rapidly in an overall bimolecular [2 + 2 + 1] cycloaddition and in mostly serviceable yield. The competing intramolecular Huisgen reaction, although likely also catalyzed by gold, is minimized by using AuCl3 as the catalyst.
• DNA SEQUENCING BY SYNTHESIS USING RAMAN AND INFRARED SPECTROSCOPY DETECTION
  申请人：Ju Jingyue

  公开号：US20150080232A1

  公开（公告）日：2015-03-19

  This invention provides nucleoside triphosphate analogues having the structure: wherein B is a base and is adenine, guanine, cytosine, uracil or thymine, wherein R″ is an OH or an H, and wherein R′ is azidomethyl, a hydrocarbyl, or a substituted hydrocarbyl, and which has a Raman spectroscopy peak with wavenumber from 2000 cm −1 to 2300 cm −1 or a Fourier transform-infrared spectroscopy spectroscopy peak with wavenumber from 2000 cm −1 to 2300 cm −1 , and also to methods of DNA sequencing and SNP detection.
• ION SENSOR DNA AND RNA SEQUENCING BY SYNTHESIS USING NUCLEOTIDE REVERSIBLE TERMINATORS
  申请人：THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK

  公开号：US20170101675A1

  公开（公告）日：2017-04-13

  This disclosure is related to a method for determining the identity of a nucleotide residue of a single-stranded DNA or RNA, or sequencing DNA or RNA, in a solution using an ion-sensing field effect transistor and reversible nucleotide terminators.
• DNA SEQUENCING BY SYNTHESIS USING RAMA AND IFRARED SPECTROSCOPY DETECTION
  申请人：JU Jingyue

  公开号：US20170283451A1

  公开（公告）日：2017-10-05

  This invention provides a process of labeling a polynucleotide analogue to be detected by Raman and/or infrared spectroscopy detection.
• US9624539B2
  申请人：——

  公开号：US9624539B2

  公开（公告）日：2017-04-18