2-acetoxy-malonic acid dimethyl ester | 32786-27-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetoxy-malonic acid dimethyl ester
• 英文别名: O-acetyltartronic acid dimethyl ester；dimethyl acetoxymalonate；Acetoxymalonsaeuredimethylester；Acetoxymalonic acid, dimethyl ester；dimethyl 2-acetyloxypropanedioate
• CAS: 32786-27-9
• 化学式: C₇H₁₀O₆
• 分子量: 190.153
• InChiKey: IOSVUJUGSDHUTO-UHFFFAOYSA-N

物化性质

• 沸点：
  236.4±20.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-acetoxy-malonic acid dimethyl ester 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  首次对映选择性合成（+）-（3 R，3a S，6a S）-3-羟基-3,3a，4,6a-四氢环戊基[b]呋喃-2-酮-通用的手性杂环结构单元

  摘要：

  描述了2-乙酰氧基丙二酸酯与2-环戊烯基氯的不对称Pd催化的烯丙基烷基化。使用基于环丙三烯的膦酰基恶唑啉2作为手性配体，对映体过量＞ 99％，＞ 90％。将烷基化产物分三步转化为（+）-（3R，3aS，6aS）-3-羟基-3,3a，4,6a-四氢环戊[b]呋喃-2-酮（1a），收率高达52％ 。

  DOI：

  10.1016/s0040-4020(98)00497-9
• 作为产物：
  描述：

  丙二酸二甲酯 在 铜 对甲苯磺酰叠氮 、 三乙胺 作用下， 以 乙腈 为溶剂， 生成 2-acetoxy-malonic acid dimethyl ester
  参考文献：
  名称：

  Ledon,H. et al., Bulletin de la Societe Chimique de France, 1973, p. 2065 - 2071

  摘要：

  DOI：

文献信息

• 2,5-Dichlorothiophenium bismethoxycarbonylmethylide: a bismethoxycarbonylcarbene equivalent
  作者：John Cuffe、Roger J. Gillespie、Alexander E. A. Porter

  DOI：10.1039/c39780000641

  日期：——

  2,5-Dichlorothiophenium bismethoxycarbonylmethylide, a stable crystalline solid, functions as an excellent bismethoxycarbonylcarbene equivalent.

  2,5-二氯噻吩双甲氧基羰基甲基化物，一种稳定的结晶固体，具有出色的双甲氧基羰基碳烯当量。
• NONAQUEOUS ELECTROLYTE SOLUTION AND ELECTROCHEMICAL ELEMENT USING SAME
  申请人：Abe Koji

  公开号：US20120171581A1

  公开（公告）日：2012-07-05

  Disclosed are a nonaqueous electrolytic solution of an electrolyte dissolved in a nonaqueous solvent, which contains a carboxylate represented by the following general formula (I) in an amount of from 0.01 to 10% by mass of the nonaqueous electrolytic solution; and an electrochemical element using it. (In the formula, R 1 represents an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, or a cyanoalkyl group; R 2 represents a hydrogen atom, an alkoxy group, a formyloxy group, an acyloxy group, an alkoxycarbonyloxy group, an alkanesulfonyloxy group, an arylsulfonyloxy group, an alkylsilyloxy group, a dialkylphosphoryloxy group, an alkoxy(alkyl)phosphoryloxy group, or a dialkoxyphosphoryloxy group; R 3 represents a hydrogen atom, —CH 2 COOR 6 , or an alkyl group; R 4 represents a hydrogen atom or an alkyl group; R 5 has the same meaning as R 2 , or represents a hydrogen atom, an alkyl group, or —CH 2 COOR 7 ; R 6 and R 7 each independently represent an alkyl group, an alkenyl group, an alkynyl group, or a cycloalkyl group; X represents —OR 8 , -A 2 -C≡Y 2 , -A 2 -C(═O)O-A 3 -C≡Y 2 , -A 2 -C(═O)O-A 4 or COOR 1 ; R 5 is the same as R 1 ; A 1 to A 3 each independently represent an alkylene group; A 4 represents an alkyl group; Y 2 represents CH or N; m indicates an integer of from 0 to 4; n indicates 0 or 1.)

  本发明涉及一种非水电解质溶液，其中包含以下述通式（I）表示的羧酸盐，其质量占非水电解质溶液的0.01至10％；以及使用该电解质溶液的电化学元件。（在式中，R1表示烷基、烯基、炔基、环烷基或氰基烷基；R2表示氢原子、烷氧基、甲酰氧基、酰氧基、烷氧羰基氧基、烷基磺酰氧基、芳基磺酰氧基、烷基硅氧基、二烷基磷酰氧基、烷氧（烷基）磷酰氧基或二烷氧基磷酰氧基；R3表示氢原子、-CH2COOR6或烷基；R4表示氢原子或烷基；R5与R2的含义相同，或表示氢原子、烷基或-CH2COOR7；R6和R7各自独立地表示烷基、烯基、炔基或环烷基；X表示-OR8，-A2-C≡Y2，-A2-C（═O）O-A3-C≡Y2，-A2-C（═O）O-A4或COOR1；R5与R1的含义相同；A1至A3各自独立地表示烷基；A4表示烷基；Y2表示CH或N；m表示0至4的整数；n表示0或1。）
• Crown ether derived from d-glucose as an efficient phase-transfer catalyst for the enantioselective Michael addition of malonates to enones
  作者：Zsolt Rapi、Alajos Grün、Tamás Nemcsok、Dóra Hessz、Mihály Kállay、Miklós Kubinyi、György Keglevich、Péter Bakó

  DOI：10.1016/j.tetasy.2016.08.010

  日期：2016.10

  A monoaza-15-crown-5 lariat ether derived from D-glucose 1 has been applied as a chiral phase-transfer catalyst in the Michael addition of diethyl, dimethyl, diisopropyl and dibenzyl malonates to enones under mild conditions to afford the adducts with good to excellent enantioselectivities. In the reaction of diethyl malonate with substituted trans-chalcone, the adducts with in enantioselectivities up to 89% ee. Among the reactions of substituted diethyl malonates, those of diethyl acetoxymalonate gave the best results (96% ee). The effect of the substituents of the chalcone was also investigated in reactions with diethyl acetoxymalonate. Among the chalcones substituted on the beta-aryl, the para-substituted compounds resulted in the highest enantioselectivities (88-97% ee). The substituents on the benzoyl aryl of chalcone caused a decrease in the enantioselectivity compared to the unsubstituted case. The adducts with furyl or thiophenyl substituents were formed with >99% ee. The glucose-based catalyst also proved to be effective in the cases of diisopropyl and dibenzyl acetoxymalonates (including ees up to 99% ee). The reactions of diethyl acetoxymalonate with cyclic enones gave the corresponding Michael adducts with enantioselectivities up to 83%. The absolute configuration of one of the new Michael adducts was determined by CD spectroscopy. (C) 2016 Elsevier Ltd. All rights reserved.
• Schleich, Simone; Helmchen, Guenter, European Journal of Organic Chemistry, 1999, # 10, p. 2515 - 2521
  作者：Schleich, Simone、Helmchen, Guenter

  DOI：——

  日期：——
• Oxidation of the methyl-3,6-anhydro-D-galactopyranoside acetates and agarose by chromic anhydride
  作者：A. I. Usov、V. V. Deryabin

  DOI：10.1007/bf00961769

  日期：1980.2