bis[(2,2-dimethyl-1,30dioxolan-4-yl)methyl] carbonate | 96731-77-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: bis[(2,2-dimethyl-1,30dioxolan-4-yl)methyl] carbonate
• 英文别名: solketal carbonate；bis((2,2-dimethyl-1,3-dioxolan-4-yl)methyl) carbonate；Bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl] carbonate；bis[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl] carbonate
• CAS: 96731-77-0
• 化学式: C₁₃H₂₂O₇
• 分子量: 290.313
• InChiKey: HYZZTJWQOBXFTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  bis[(2,2-dimethyl-1,30dioxolan-4-yl)methyl] carbonate 在 Amberlite IR-120(plus) 、 水 作用下， 以 甲醇 为溶剂， 生成 glycerol carbonate
  参考文献：
  名称：

  1,2-异亚丙基碳酸甘油酯：制备，表征和水解

  摘要：

  AbstractUtilization of excess glycerol supplies derived from the burgeoning biodiesel industry is of major importance to the oleochemical industry as the economic viability of the biodiesel and oleochemical industries are closely linked to glycerol prices. Carbonates based on glycerol, such as glycerol carbonate, are gaining prominence due their simple preparation, interesting properties and chemistry. Herein, the synthesis, physical properties, and chemistry of an interesting glycerol‐based carbonate (4, bis[(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)methyl] carbonate; 1,2‐isopropylidene glycerol carbonate or solketal carbonate) is reported. Carbonate interchange reaction between solketal (isopropylidene glycerol) and diethyl carbonate in the presence of sodium methoxide catalyst gave solketal carbonate, 4, in 65–70% isolated yields. Carbonate 4 was characterized using Fourier transform infrared spectroscopy (FTIR), 1H and 13C nuclear magnetic resonance spectroscopy (NMR), and gas chromatography–mass spectrometry (GC/MS). The kinematic viscosity at 40 °C, refractive index, and melting point of 4 were determined to be 26.7 mm2/s, 1.4460, and below −50 °C, respectively. Using a high frequency reciprocating rig (HFRR) testing apparatus neat 4 was shown to have lubricity properties similar to fatty acid esters. Hydrolysis of the isopropylidene groups converted carbonate 4 into polyol 6, bis(2,3‐dihydroxypropyl) carbonate in good yields (84%). Carbonate polyol 6 was characterized by 1H and 13C NMR and represents a potentially novel polyol component that may be useful in the syntheses of interesting carbonate containing esters and polymers.

  DOI：

  10.1007/s11746-008-1201-6
• 作为产物：
  描述：

  丙酮缩甘油 、 碳酸二乙酯 在 sodium methylate 作用下， 以65%的产率得到bis[(2,2-dimethyl-1,30dioxolan-4-yl)methyl] carbonate
  参考文献：
  名称：

  1,2-异亚丙基碳酸甘油酯：制备，表征和水解

  摘要：

  AbstractUtilization of excess glycerol supplies derived from the burgeoning biodiesel industry is of major importance to the oleochemical industry as the economic viability of the biodiesel and oleochemical industries are closely linked to glycerol prices. Carbonates based on glycerol, such as glycerol carbonate, are gaining prominence due their simple preparation, interesting properties and chemistry. Herein, the synthesis, physical properties, and chemistry of an interesting glycerol‐based carbonate (4, bis[(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl)methyl] carbonate; 1,2‐isopropylidene glycerol carbonate or solketal carbonate) is reported. Carbonate interchange reaction between solketal (isopropylidene glycerol) and diethyl carbonate in the presence of sodium methoxide catalyst gave solketal carbonate, 4, in 65–70% isolated yields. Carbonate 4 was characterized using Fourier transform infrared spectroscopy (FTIR), 1H and 13C nuclear magnetic resonance spectroscopy (NMR), and gas chromatography–mass spectrometry (GC/MS). The kinematic viscosity at 40 °C, refractive index, and melting point of 4 were determined to be 26.7 mm2/s, 1.4460, and below −50 °C, respectively. Using a high frequency reciprocating rig (HFRR) testing apparatus neat 4 was shown to have lubricity properties similar to fatty acid esters. Hydrolysis of the isopropylidene groups converted carbonate 4 into polyol 6, bis(2,3‐dihydroxypropyl) carbonate in good yields (84%). Carbonate polyol 6 was characterized by 1H and 13C NMR and represents a potentially novel polyol component that may be useful in the syntheses of interesting carbonate containing esters and polymers.

  DOI：

  10.1007/s11746-008-1201-6

文献信息

• [EN] PRODRUGS OF KALLIKREIN INHIBITORS<br/>[FR] PROMÉDICAMENTS D'INHIBITEURS DE LA KALLICRÉINE
  申请人：BIOCRYST PHARM INC

  公开号：WO2018081513A1

  公开（公告）日：2018-05-03

  Disclosed are compounds of formula I, II, and III, and pharmaceutically acceptable salts thereof, which are inhibitors of kallikrein. Also provided are pharmaceutical compositions comprising such a compound, and methods involving use of the compounds and compositions in the treatment and prevention of acquired or hereditary angioedema, or other diseases and conditions characterized by aberrant kallikrein activity. (I) (II) (III)

  公开了式I、II和III的化合物及其药学上可接受的盐，它们是激肽释放酶抑制剂。还提供了包含此类化合物的药物组合物，以及使用这些化合物和组合物治疗和预防获得性或遗传性血管性水肿或其他以异常激肽释放酶活性为特征的疾病和病症的方法。(I) (II) (III)
• The design of efficient carbonate interchange reactions with catechol carbonate
  作者：T. Tabanelli、E. Monti、F. Cavani、M. Selva

  DOI：10.1039/c6gc03466g

  日期：——

  Catechol carbonate (CC) has been investigated as an innovative and highly active reactant for carbonate interchange reactions (CIRs).

  邻苯二酚碳酸酯（CC）已被研究作为碳酸酯交换反应（CIRs）的创新和高活性试剂。
• [EN] QUINOLONE-3-DIARYLETHERS<br/>[FR] QUINOLONE-3-DIARYLÉTHERS
  申请人：UNIV OREGON HEALTH & SCIENCE

  公开号：WO2017015360A1

  公开（公告）日：2017-01-26

  Disclosed are derivative compounds of ELQ-300 that include an ester at position 4. These compounds have enhanced properties relative to ELQ-300. Also disclosed are pharmaceutical compositions comprising the compounds and methods of treating and preventing malaria infections involving administering the pharmaceutical compositions to the subject.

  揭示了ELQ-300的衍生化合物，其中在位置4处包含酯基。这些化合物相对于ELQ-300具有增强的性质。还揭示了包括这些化合物的药物组合物以及治疗和预防涉及向受试者施用这些药物组合物的疟疾感染的方法。
• Continuous-Flow<i>O</i>-Alkylation of Biobased Derivatives with Dialkyl Carbonates in the Presence of Magnesium-Aluminium Hydrotalcites as Catalyst Precursors
  作者：Lisa Cattelan、Alvise Perosa、Piero Riello、Thomas Maschmeyer、Maurizio Selva

  DOI：10.1002/cssc.201601765

  日期：2017.4.10

  The base‐catalysed reactions of OH‐bearing biobased derivatives (BBDs) including glycerol formal, solketal, glycerol carbonate, furfuryl alcohol and tetrahydrofurfuryl alcohol with non‐toxic dialkyl carbonates (dimethyl and diethyl carbonate) were explored under continuous‐flow (CF) conditions in the presence of three Na‐exchanged Y‐ and X‐faujasites (FAUs) and four Mg–Al hydrotalcites (HTs). Compared

  在连续流（CF）条件下研究了含OH的生物基衍生物（BBD）的碱催化反应，包括甘油缩甲醛，单缩醛，碳酸甘油酯，糠醇和四氢糠醇与无毒的碳酸二烷基酯（碳酸二甲酯和碳酸二乙酯）在三个Na交换Y和X八面沸石（FAU）和四个Mg-Al水滑石（HT）存在的情况下。与以前的由碳酸二烷基酯介导的醚化方案相比，所报道的方法不仅在（化学）选择性方面，而且在催化剂的可循环性，后处理，产品纯化的简便性以及重要的是工艺强化方面都提供了实质性的改进。表征研究证明，HT30和KW2000水滑石都可作为催化剂前体：在热活化预处理中，
• Quinolone-3-diarylethers
  申请人：OREGON HEALTH & SCIENCE UNIVERSITY

  公开号：US10584098B2

  公开（公告）日：2020-03-10

  Disclosed are derivative compounds of ELQ-300 that include an ester at position 4. These compounds have enhanced properties relative to ELQ-300. Also disclosed are pharmaceutical compositions comprising the compounds and methods of treating and preventing malaria infections involving administering the pharmaceutical compositions to the subject.

  所公开的是 ELQ-300 的衍生物化合物，其中包括位于第 4 位的酯。与 ELQ-300 相比，这些化合物具有更强的特性。还公开了包含这些化合物的药物组合物，以及治疗和预防疟疾感染的方法，其中包括给受试者施用药物组合物。