3,6-Di(prop-2-yn-1-yl)-1,4-dioxane-2,5-dione | 1016636-89-7

• 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: 3,6-Di(prop-2-yn-1-yl)-1,4-dioxane-2,5-dione
• 英文别名: 3,6-bis(prop-2-ynyl)-1,4-dioxane-2,5-dione
• CAS: 1016636-89-7
• 化学式: C₁₀H₈O₄
• 分子量: 192.171
• InChiKey: LHCSLBCDLHUSBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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-羟基-4-戊炔酸 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以34%的产率得到3,6-Di(prop-2-yn-1-yl)-1,4-dioxane-2,5-dione
  参考文献：
  名称：

  一种经济且安全的合成 2-羟基-4-戊炔酸的方法：“可点击”可生物降解聚乳酸的前体。

  摘要：

  2-Hydroxy-4-pentynoic acid (1) 是“可点击”聚丙交酯的关键中间体，它允许通过方便的“点击”化学与有机叠氮化物将广泛的侧基官能团从单个单体有效引入聚合物。各种侧基官能团的掺入可以有效地调整聚乳酸的理化性质。报道的 1 的合成起始于炔丙基溴和乙醛酸乙酯。然而，这两种原料价格昂贵且不稳定；尤其是炔丙基溴对冲击敏感，易爆炸分解，使得制备1不切实际，成本高，爆炸风险大。在这里，我们报告一个简单的，使用廉价且市售的2-乙酰氨基丙二酸二乙酯(4)和炔丙醇制备1的经济且安全的合成路线。通过丙二酸丙二酸酯4与甲苯磺酸炔丙酯的烷基化，然后是丙二酸丙二酸酯5的水解、脱羧、重氮化和羟基化的一锅四步序列，无需任何中间体的后处理，获得所需产物1。

  DOI：

  10.3762/bjoc.10.139

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）。
• PROCESS FOR PREPARING CYCLIC ESTERS COMPRISING UNSATURATED FUNCTIONAL GROUPS AND POLYESTERS PREPARED FROM SAME
  申请人：Evonik Degussa Corporation

  公开号：EP2516413A1

  公开（公告）日：2012-10-31
• 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.
• Process for Preparing Cyclic Esters Comprising Unsaturated Functional Groups and Polyesters Prepared From Same
  申请人：Markland Peter

  公开号：US20120004324A1

  公开（公告）日：2012-01-05

  Disclosed herein are process for preparing cyclic esters comprising unsaturated functional groups. Also disclosed are copolymers prepared from the cyclic esters. The copolymers can be used to form microparticles, polymer micelles, etc., which are useful in drug delivery applications.
• Process for Preparing Cyclic Esters Comprising Unsaturated Functional groups And Polyesters Prepared From Same
  申请人：Markland Peter

  公开号：US20130171261A1

  公开（公告）日：2013-07-04

  Disclosed herein are process for preparing cyclic esters comprising unsaturated functional groups. Also disclosed are copolymers prepared from the cyclic esters. The copolymers can be used to form microparticles, polymer micelles, etc., which are useful in drug delivery applications.