glycerol 1-acetate 2,3-carbonate | 1607-31-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: glycerol 1-acetate 2,3-carbonate
• 英文别名: (2-oxo-1,3-dioxolan-4-yl)methyl acetate
• CAS: 1607-31-4
• 化学式: C₆H₈O₅
• 分子量: 160.127
• InChiKey: UCWHARBCMODQPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  glycerol 1-acetate 2,3-carbonate 以 丙醇 、 氯仿 为溶剂， 反应 16.0h， 生成 (R)-Glycerol 2,3-carbonate 、 1,2-Di-O-carbonyl-sn-glycerin
  参考文献：
  名称：

  Lipase-Catalyzed Resolution of Glycerol 2,3-Carbonate

  摘要：

  Glycerol 2,3-carbonate was resolved via Pseudomonas fluorescens lipase catalyzed acetylation of the racemate and subsequent alcoholysis of the optically enriched acetate product in the presence of the same enzyme. The two reactions, performed in CHCl3, gave (R)- and (S)-glycerol 2,3-carbonate respectively in high chemical and optical yields.

  DOI：

  10.1021/jo00086a026
• 作为产物：
  描述：

  1,2-O-thiocarbonylglycerol O-acetate 在 三丁基氧化锡 作用下， 以 1,4-二氧六环 为溶剂， 以97%的产率得到glycerol 1-acetate 2,3-carbonate
  参考文献：
  名称：

  Utilization of Sugars in Organic Synthesis. Part XXV. Conversion of Thiocarbonyl into Carbonyl Group by O-S Exchange Reaction with Dibutyltin Oxide or Bistributyltin Oxide.

  摘要：

  加热环状硫代碳酸酯和硫代内酯与1.0-1.5摩尔当量的二丁基氧化锡或二特丁基氧化锡在二恶烷中，分别以良好的产率得到相应的碳酸酯和内酯。

  DOI：

  10.1248/cpb.40.1033

文献信息

• METHOD FOR PRODUCING NON-ISOCYANATE POLYURETHANES
  申请人：Henkel AG & Co. KGaA

  公开号：US20210324141A1

  公开（公告）日：2021-10-21

  The present application is directed to a method for producing non-isocyanate polyurethanes. More particularly, the application is directed to method for producing non-isocyanate polyurethanes by using a single catalyst component selected from an amidoindole derivative, a benzimidazole derivative and a squaramide derivative.

  本申请涉及一种生产非异氰酸酯聚氨酯的方法。更具体地说，该申请涉及一种通过使用从酰胺吲哚衍生物、苯并咪唑衍生物和方酰胺衍生物中选择的单一催化剂组分来生产非异氰酸酯聚氨酯的方法。
• METHOD FOR PREPARING A COMPOUND COMPRISING AT LEAST ONE BETA-HYDROXY-URETHANE UNIT AND/OR AT LEAST ONE UPSILON-HYDROXY-URETHANE UNIT
  申请人：Soules Aurélien

  公开号：US20140378648A1

  公开（公告）日：2014-12-25

  The invention relates to a method for preparing a compound comprising at least one β-hydroxy-urethane unit and/or at least one γ-hydroxy-urethane unit, consisting in reacting a compound (A) comprising at least one cyclocarbonate reactive unit with a compound (B) comprising at least one amino reactive unit (—NH2) in the presence of a catalyst. The invention also relates to the use of a catalyst comprising at least one organometallic complex and a co-catalyst chosen from the group of Lewis bases and/or tetra-alkyl ammonium salts, in order to catalyse the method of the invention. The invention relates to the technical field of preparing urethane derivatives.

  该发明涉及一种制备至少含有一个β-羟基脲基和/或至少含有一个γ-羟基脲基的化合物的方法，包括将至少含有一个环碳酸酯反应单元的化合物（A）与至少含有一个氨基反应单元（—NH2）的化合物（B）在催化剂存在下反应。该发明还涉及使用至少含有一个有机金属配合物和从Lewis碱和/或四烷基铵盐组中选择的共催化剂的催化剂，以催化该发明的方法。该发明涉及制备脲基衍生物的技术领域。
• Synthesis of Functionalized Cyclic Carbonates by One-Pot Reactions of Carbon Dioxide, Epibromohydrin, and Phenols, Thiophenols, or Carboxylic Acids Catalyzed by Ionic Liquids
  作者：Shi Wu、Yongya Zhang、Binshen Wang、Elnazeer H. M. Elageed、Liangzheng Ji、Haihong Wu、Guohua Gao

  DOI：10.1002/ejoc.201601315

  日期：2017.1.18

  The one-pot reactions of CO2, epibromohydrin, and phenols, thiophenols, or carboxylic acids catalyzed by 1-butyl-3-[(3-hydroxyphenyl)methyl]imidazolium bromide were investigated. Three kinds of cyclic carbonates with ether, thioether, or ester groups were synthesized under mild reaction conditions in good-to-high yields. Reaction-mechanism studies indicated that the proton exchange between the alkoxide

  研究了由 1-丁基-3-[(3-羟基苯基)甲基] 溴化咪唑鎓催化的 CO2、表溴醇和苯酚、苯硫酚或羧酸的一锅法反应。在温和的反应条件下以良好到高的收率合成了三种具有醚、硫醚或酯基团的环状碳酸酯。反应机理研究表明，表溴醇与 1-溴-3-苯氧基-2-丙醇的开环反应形成的醇盐之间的质子交换在该合成路线中起着至关重要的作用。催化剂1-丁基-3-[(3-羟基苯基)甲基]溴化咪唑鎓在反应过程中转化为相应的环状碳酸酯官能化离子液体。这种转化不影响其在反应中的催化性能。
• PROCESS FOR THE PRODUCTION OF GLYCEROL CARBONATE ESTERS
  申请人：Westfechtel Alfred

  公开号：US20080255373A1

  公开（公告）日：2008-10-16

  The invention relates to a process for the production of glycerol carbonate esters corresponding to formula (I): in which R is hydrogen or an alkyl or alkenyl group containing 1 to 23 carbon atoms, which may be linear or branched, characterized in that a compound corresponding to formula (II): in which Y is a group —O—CO—Z and Z is hydrogen or an alkyl or alkenyl group containing 1 to 3 carbon atoms, which may be linear or branched, is transesterified with dimethyl carbonate or diethyl carbonate and an alkyl ester corresponding to formula (IV): in which R is as defined above and X is an alkyl or alkenyl group containing 1 to 8 carbon atoms, which may be linear or branched, with the proviso that the group R of compound (IV) is different from the group Z of compound (II), in the presence of a transesterification catalyst.

  该发明涉及一种生产与式（I）对应的甘油碳酸酯的方法：其中R为氢或含有1至23个碳原子的烷基或烯基基团，可以是直链或支链，其特征在于将与式（II）对应的化合物：其中Y为基团—O—CO—Z，Z为氢或含有1至3个碳原子的烷基或烯基基团，可以是直链或支链，与二甲基碳酸酯或乙基碳酸酯和与式（IV）对应的烷基酯进行酯交换反应：其中R如上所述，X为含有1至8个碳原子的烷基或烯基基团，可以是直链或支链，但化合物（IV）的基团R与化合物（II）的基团Z不同，在酯交换催化剂存在下进行。
• A General and Expedient Synthesis of 5- and 6-Membered Cyclic Carbonates by Palladium-Catalyzed Oxidative Carbonylation of 1,2- and 1,3-Diols
  作者：Bartolo Gabriele、Raffaella Mancuso、Giuseppe Salerno、Lucia Veltri、Mirco Costa、Angela Dibenedetto

  DOI：10.1002/cssc.201100250

  日期：2011.12.16

  We present a general, practical, and efficient approach to 5‐ and 6‐membered organic carbonates by palladium‐catalyzed direct oxidative carbonylation of 1,2‐ and 1,3‐diols, respectively. Reactions were carried out at 100 °C in N,N‐dimethylacetamide as the solvent under 20 atm (at 25 °C; 1 atm=101.3 kPa) of a 4:1 v/v CO/air mixture in the presence of 0.5–2 mol % of PdI2 and KI (KI/PdI2 molar ratio=10)

  我们提出了一种一般，实用和有效的方法，分别通过钯催化的1,2-和1,3-二醇的五元和六元有机碳酸酯的合成。反应在100°C的N，N-二甲基乙酰胺为溶剂，在20 atm（25°C； 1 atm = 101.3 kPa）的4：1 v / v CO /空气混合物中，存在0.5– 2mol％的PdI 2和KI（KI / PdI 2摩尔比＝ 10）。在某些情况下，需要过量的脱水剂，例如原乙酸三甲酯，以获得明显的效果。该方法还可以用于由甘油（一种容易获得的原料）合成高附加值的碳酸甘油酯。当应用于α‐D-葡萄糖发生了双重羰基化过程，直接形成了α- D-葡萄糖呋喃糖1,2：5,6-二碳酸酯。