diethyl 2,3-diisopropylidene-succinate | 22769-97-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2,3-diisopropylidene-succinate
• 英文别名: Diisopropylidenbernsteinsaeurediethylester；Diisopropyliden-bernsteinsaeure-ethylester；diethyl 2,3-di(propan-2-ylidene)succinate；2,3-diisopropylidene-succinic acid diethyl ester；2,3-diisopropylidene Succinic Acid, Diethyl Ester；diethyl 2,3-di(propan-2-ylidene)butanedioate
• CAS: 22769-97-7
• 化学式: C₁₄H₂₂O₄
• 分子量: 254.326
• InChiKey: GKAXQJCQMJJHRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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-丁炔酸乙酯 、 甲基锂 在 copper(I) bromide dimethylsulfide complex 、 (3,5-dinitrophenyl)(4-methylpiperazin-1-yl)methanone 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以38%的产率得到diethyl 2,3-diisopropylidene-succinate
  参考文献：
  名称：

  Synthesis of Highly Substituted Symmetrical 1,3-Dienes via Tandem Carbocupration and Organocuprate Oxidation

  摘要：

  一种“一锅”串联卡博铜化/有机铜氧化的方法可以从炔基酯和烷基有机锂或格氏试剂中形成高度取代的对称1,3-二烯，同时在一步反应中形成三个C-C键。

  DOI：

  10.1055/s-0030-1259024

文献信息

• Reactivity of Cumulene Complexes. Two Competing Pathways in Oxidative Solvolysis of Tetramethylbutatriene(hexacarbonyl)diiron
  作者：Syun-ichi Kiyooka、Takuya Atagi、Ryoji Fujiyama、Kiyoshi Isobe

  DOI：10.1246/cl.1988.891

  日期：1988.5.5

  The oxidation of tetramethylbutatriene(hexacarbonyl)diiron in alcohols by eerie ammonium nitrite regioselectively gives diene-diesters and acetylene-diethers in moderate yields. The reaction is the first example showing that both the carbonylation and etherification of cumulene ligand with solvent alcohols take place concurrently on cationic 17-electron species.

  在醇中，四甲基丁三烯（六羰基）二铁被极性亚硝酸铵氧化，以中等产率得到二烯二酯和乙炔二酯。该反应是第一个实例，表明积雪烯配体与溶剂醇的羰基化和醚化反应同时发生在阳离子 17 电子物种上。
• [EN] PROCESS FOR PREPARING ALKYLIDENE-SUBSTITUTED-1,4-DIONS DERIVATIVES<br/>[FR] PROCEDE DE PREPARATION DE DERIVES 1,4-DIONS SUBSTITUES PAR ALKYLIDENE
  申请人：BASELL POLIOLEFINE SPA

  公开号：WO2004014838A1

  公开（公告）日：2004-02-19

  A process for the preparation of a monoalkylidene substituted 1,4-dions derivatives of formula (Ia) or (Ib) or a mixture of (Ia) and (Ib): wherein: R1, R2 and R3, equal to or different from each other, are hydrogen atoms or C1-C20 hydrocarbon groups: T1 and T2, equal to or different from each other, are OR4. R4, NR42, SR4 or PR42; or T1 and T2 can be fused in an oxygen atom or a NR4 group; said process comprises the step of reacting a compound of formula (II), with a compound of formula (IIIa) or (IIIb), in the presence of at least one equivalent with respect to the compound of formula (IIIa) or (IIIb) of a salts of a base or a neutral base at a temperature higher than 70°C.

  一种制备式(Ia)或(Ib)或(Ia)和(Ib)混合物的单烷基亚甲基取代的1,4-二酮衍生物的方法，其中：R1、R2和R3，相互相等或不同，是氢原子或C1-C20烃基；T1和T2，相互相等或不同，是OR4，R4、NR42、SR4或PR42；或T1和T2可以在一个氧原子或一个NR4基团中融合；所述方法包括在高于70°C的温度下，在化合物(II)和化合物(IIIa)或(IIIb)的存在下，与至少相对于化合物(IIIa)或(IIIb)的一个碱盐或中性碱的当量反应。
• [EN] PROCESS FOR PREPARING ALKYLIDENE-SUBSTITUTED-1,4-DIONS DERIVATIVES<br/>[FR] PROCEDE PERMETTANT LA PREPARATION DE DERIVES 1,4 DIONES A SUBSTITUTION ALKYLIDENE
  申请人：BASEL POLIOLEFINE ITALIA S P A

  公开号：WO2004014839A1

  公开（公告）日：2004-02-19

  A process for the preparation of a monoalkylidene substituted 1,4-dions derivatives of formula (Ia) or (Ib) or a mixture of (Ia) and (Ib): wherein: R1, R2 and R3, equal to or different from each other, are hydrogen atoms or C1-C20 hydrocarbon groups: T1 and T2, equal to or different from each other, are OR4, R4, NR42, SR4 or PR42; or T1 and T2 can be fused in an oxygen atom or a NR4 group; said process comprises the step of reacting a compound of formula (II) with a compound of formula (IIIa) or (IIIb) in the presence of at least one equivalent with respect to the compound of formula (IIIa) or (IIIb) of a carbonate of metal M or of a compound of formula MTj such as K2C03 or KHC03.

  一种制备公式(Ia)或(Ib)或(Ia)和(Ib)混合物的单烷基亚甲基取代的1,4-二酮衍生物的方法，其中：R1、R2和R3相同或不同，是氢原子或C1-C20烃基；T1和T2相同或不同，是OR4、R4、NR42、SR4或PR42；或T1和T2可以融合在一个氧原子或NR4基团中；所述方法包括将公式(II)的化合物与公式(IIIa)或(IIIb)的化合物在至少相对于公式(IIIa)或(IIIb)的一个等当量的金属M的碳酸盐或MTj的化合物（如K2C03或KHC03）存在下反应的步骤。
• Polylithiumorganic Compounds. Part 27: C,C-Bond Forming Reactions of 3,4-Dilithio-2,5-dimethyl-2,4-hexadiene
  作者：Adalbert Maercker、Joachim van de Flierdt、Ulrich Girreser

  DOI：10.1016/s0040-4020(00)00229-5

  日期：2000.5

  The reaction of the title compound 3,4-dilithio-2,5-dimethyl-2,4-hexadiene (4) with various mono- and bifunctional carbon-centered electrophiles is investigated, with special emphasis on carbonyl and carbonic acid derivatives. Depending on the nature of the electrophile, mono- and disubstituted derivatives with either butadiene, allene, or alkyne skeleton are obtained. Ring forming reactions in the

  研究了标题化合物3,4-二硫代-2,5-二甲基-2,4-己二烯（4）与各种单官能和双官能碳中心亲电试剂的反应，特别是羰基和碳酸衍生物。取决于亲电试剂的性质，获得具有丁二烯，丙二烯或炔骨架的单取代和二取代的衍生物。仅在少数情况下观察到第二个衍生化步骤中的成环反应。带有卤素作为离去基团的亲电试剂通过不同的机理反应，因此不适合进行C，C键形成反应。在这项研究中获得的化合物是合适的，具有高反应性的结构单元，可用于进一步修饰。
• Process for preparing alkylidene substituted succinic acid esters
  申请人：——

  公开号：US20030181743A1

  公开（公告）日：2003-09-25

  A process for the preparation of alkylidene substituted succinates comprising a step (a) in which is carried out the reaction of a carbonilic compound, a succinic and a base in a reaction medium and a step (b) in which the alkylidene substituted product obtained in (a) is esterified, characterized in that the succinic ester is used in a molar amount substantially equal to, or lower than, the amount of compound carbonilic compound, (ii) the base is used in a molar amount substantially equal to the succinic ester and is selected from metal hydrides and metal and alkoxides, and (iii) the reaction medium comprises an aprotic liquid medium or a protic liquid medium having a Ka, measured in water, lower than that of iPrOH.

  一种制备烷基亚甲基取代琥珀酸酯的方法，包括步骤（a）在反应介质中反应羰基化合物、琥珀酸和碱，并步骤（b）酯化得到的烷基亚甲基取代产物，其特征在于琥珀酸酯的摩尔量与羰基化合物的摩尔量相当或低于，（ii）碱的摩尔量与琥珀酸酯的摩尔量相当，并且选择金属氢化物、金属和烷氧化物，（iii）反应介质包括无水介质或在水中测得的Ka值低于iPrOH的质子溶剂介质。