1,4-Dioxane-2,5-dione, 3-methyl-6-(2-propyn-1-yl)- | 1309656-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 1,4-Dioxane-2,5-dione, 3-methyl-6-(2-propyn-1-yl)-
• 英文别名: 3-methyl-6-prop-2-ynyl-1,4-dioxane-2,5-dione
• CAS: 1309656-54-9
• 化学式: C₈H₈O₄
• 分子量: 168.149
• InChiKey: RUCSPYCHQRRDIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(2-bromopropanoyloxy)-4-pentynoic acid 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 46.0h， 以43%的产率得到1,4-Dioxane-2,5-dione, 3-methyl-6-(2-propyn-1-yl)-
  参考文献：
  名称：

  Functional Polylactide-g-Paclitaxel–Poly(ethylene glycol) by Azide–Alkyne Click Chemistry

  摘要：

  Functional polylactide-g-paclitaxel poly(ethylene glycol), a novel graft polymer drug conjugate (GPDC) with paclitaxel (PTXL) as the divalent agent to bridge between the degradable polylactide (PLA)-based backbone and hydrophilic poly(ethylene glycol) (PEG) side chains, were prepared by the copper-catalyzed azide-alkyne cycloaddition reaction of acetylene-functionalized polylactide (PLA) with azide-functionalized PTXL PEG conjugate. The acetylene-functionalized PLA was prepared by ring-opening copolymerization (ROCP) of acetylene-functionalized LA monomer with L-lactide (LA). The azide-functionalized PTXL PEG conjugate was prepared by multistep organic synthesis. The well-controlled chemical structures of the GPDC and its precursors were verified by H-1 NMR and GPC characterizations. DLS analysis indicated that GPDC molecules assembled in water to form nanoparticles with sizes of 8-40 nm. GPC analysis of buffer solutions (pH = 5.5 and 7.4) of the GPDC suggested the occurrence of multiple hydrolysis reactions under the experimental conditions, which resulted in the release of PTXL moieties and the cleavage of PLA-based backbone.

  DOI：

  10.1021/ma2005102

文献信息

• Functionalization of polyglycolides by "click" chemistry
  申请人：Baker Gregory L.

  公开号：US20090054619A1

  公开（公告）日：2009-02-26

  Poly(glycolide) polymers are disclosed. The polymers generally include a polymerized alkynyl-substituted glycolide having a polymer backbone with one or more alkynyl groups appended thereto. The alkynyl groups provide reactive sites for further functionalization of the polymer, for example by reaction with azide derivatives (e.g., azide-substituted organic compounds). Alkynyl and azide groups react via the “click” chemistry mechanism to form functional groups covalently bonded to the polymer via a triazole link. The polymers are biodegradable and can be used to deliver drugs or other therapeutic substances (e.g., large biomolecules such as single strand RNA) at targeted locations in a patient's body and/or at controlled release rates.

  本文披露了聚乙二醇酸酯聚合物。这些聚合物通常包括聚合的炔基取代的乙二醇酸酯，其聚合骨架上附有一个或多个炔基基团。炔基基团提供了进一步功能化聚合物的反应位点，例如通过与偶氮衍生物（例如偶氮基取代的有机化合物）反应。炔基和偶氮基通过“点击”化学机制反应，形成通过三唑键共价结合到聚合物上的功能基团。这些聚合物可生物降解，并可用于在患者体内的特定位置和/或受控释放速率下传递药物或其他治疗物质（例如单链RNA等大分子生物分子）。
• Functional polyglycolide nanoparticles derived from unimolecular micelles
  申请人：Baker Gregory L.

  公开号：US20090325292A1

  公开（公告）日：2009-12-31

  Poly(glycolide) polymers are disclosed. The polymers generally include a glycolide-based polymer backbone that includes one or more functional groups such as alkynyl groups, hydrophilic organic triazole groups, hydrophobic organic triazole groups (also including amphiphilic organic triazole groups), di-triazole organic crosslinking groups, and triazole-substituted drug derivatives. The alkynyl groups provide reactive sites for further functionalization of the polymer, for example by reaction with azide derivatives. The polymers can further encapsulate a drug for delivery to a patient (i.e., as compared to drug derivatives that are covalently attached to the polymer). The polymers can be in the form of thermodynamically stable unimolecular micelles or crosslinked nanoparticles. The polymer compositions are completely biodegradable and hold great potential for use in biomedical applications.
• US8394914B2
  申请人：——

  公开号：US8394914B2

  公开（公告）日：2013-03-12
• US8927682B2
  申请人：——

  公开号：US8927682B2

  公开（公告）日：2015-01-06
• [EN] FUNCTIONALIZATION OF POLYGLYCOLIDES BY "CLICK" CHEMISTRY<br/>[FR] FONCTIONNALISATION DE POLYGLYCOLIDES PAR CHIMIE = CLICK =
  申请人：UNIV MICHIGAN STATE

  公开号：WO2009029242A1

  公开（公告）日：2009-03-05

  Poly(glycolide) polymers are disclosed. The polymers generally include a polymerized alkynyl-substituted glycolide having a polymer backbone with one or more alkynyl groups appended thereto. The alkynyl groups provide reactive sites for further functionalization of the polymer, for example by reaction with azide derivatives (e.g., azide- substituted organic compounds). Alkynyl and azide groups react via the 'click' chemistry mechanism to form functional groups covalently bonded to the polymer via a triazole link. The polymers are biodegradable and can be used to deliver drugs or other therapeutic substances (e.g., large biomolecules such as single strand RNA) at targeted locations in a patient's body and/or at controlled release rates.