3-甲基戊二酸二乙酯 | 6829-42-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-甲基戊二酸二乙酯
• 英文名称: diethyl 3-methylglutarate
• 英文别名: 3-methyl-pentanedioic acid diethyl ester；3-methyl-glutaric acid diethyl ester；3-Methyl-glutarsaeure-diaethylester；Pentanedioic acid, 3-methyl-, 1,5-diethyl ester；diethyl 3-methylpentanedioate
• CAS: 6829-42-1
• 化学式: C₁₀H₁₈O₄
• mdl: MFCD00039899
• 分子量: 202.251
• InChiKey: SEWQUYBTRMDUQS-UHFFFAOYSA-N

物化性质

• 沸点：
  136 °C(Press: 30 Torr)
• 密度：
  0.9999 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-甲基戊二酸二乙酯 生成 butyl 7-(4-methyl-2-oxocyclopent-3-en-1-yl)heptanoate
  参考文献：
  名称：

  Wakamatsu,T. et al., Synthetic Communications, 1978, vol. 8, p. 319 - 326

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Acetyl-3-methyl-glutarsaeure-diethylester 在 甲醇 、 sodium bromide 作用下， 以56%的产率得到3-甲基戊二酸二乙酯
  参考文献：
  名称：

  Electrochemical Deacetylation of 1,3-Dicarbonyl Compounds

  摘要：

  通过卤锪离子介导的电解，成功实现了1,3-二羰基化合物的温和去乙酰化。在此反应中，支持电解质的包含钠卤化物NaX（X = Cl或Br）是至关重要的，因为反应通过阳极电化学生成的卤锪离子在活性次甲基碳上的取代进行，紧接着是碱催化的去乙酰化，并在阴极通过还原脱卤终止于形成的α-卤代羰基化合物。

  DOI：

  10.1246/cl.1996.143

文献信息

• PROCESS FOR DOUBLE CARBONYLATION OF ALLYL ALCOHOLS TO CORRESPONDING DIESTERS
  申请人：EVONIK DEGUSSA GMBH

  公开号：US20170174610A1

  公开（公告）日：2017-06-22

  The invention relates to a process for doubly carbonylating allyl alcohols to the corresponding diesters, wherein a linear or branched allyl alcohol is reacted with a linear or branched alkanol (alcohol) with supply of CO and in the presence of a catalytic system composed of a palladium complex and at least one organic phosphorus ligand and in the presence of a hydrogen halide selected from HCl, HBr and HI.

  该发明涉及一种将烯丙醇双羰基化为相应的二酯的方法，其中线性或支链烯丙醇与线性或支链烷醇（醇）在供应CO的情况下与由钯配合物和至少一种有机磷配体组成的催化系统以及HCl、HBr和HI中选择的氢卤素的存在下反应。
• Antibiotics of the ostreogrycin complex. Part II. Structure of ostreogrycin A
  作者：G. R. Delpierre、F. W. Eastwood、G. E. Gream、D. G. I. Kingston、P. S. Sarin、Lord Todd、D. H. Williams

  DOI：10.1039/j39660001653

  日期：——

  Structure (XXIII) is suggested for ostreogrycin A, an antibiotic produced by the soil organism Streptomyces ostreogriseus. Acid hydrolysis of “perhydro A,” prepared by complete hydrogenation of the antibiotic, yields inter alia 4,6-dimethyl-γ-heptanolactone, DL-alanine, proline, and 10-amino-7-methyl-δ-dec-2-enolactone. Ozonolysis of the antibiotic with oxidative working-up yields glycine and β-alanine

  对于土壤生物链霉菌链霉菌（Streptomyces ostreogriseus）生产的抗生素，建议使用ostreogrycin A的结构（XXIII）。通过对抗生素进行完全加氢制备的“过氢A”经过酸水解，除其他外，可产生4,6-二甲基-γ-庚内酯，DL-丙氨酸，脯氨酸和10-氨基-7-甲基-δ-dec-2-内酯。具有氧化作用的臭氧臭氧分解产生甘氨酸和β-丙氨酸，而还原性臭氧分解产生甲基乙二醛和2,4-二甲基戊-2-烯醛。抗生素中恶唑环系统的存在可解释由于原丝球蛋白A及其还原产物的水解而产生少量甘氨酸和丝氨酸。
• Acid-catalysed epimerization of indolo[2,3-a]quinolizidine derivatives: Role of the nitrogen lone pairs in the mechanism
  作者：Mauri Lounasmaa、Mathias Berner、Martin Brunner、Harri Suomalainen、Arto Tolvanen

  DOI：10.1016/s0040-4020(98)00614-0

  日期：1998.8

  The role of the nitrogen lone pairs in the mechanism of the acid-catalysed epimerization of indolo[2,3-a]quinolizidines is investigated using lactams as model compounds. Deethyleburnamonine (3) did not epimerize with trifluoroacetic acid (TFA), whereas deethyldihydroeburnamenine (7) underwent epimerization smoothly. Under treatment with TFA, lactams 12 and 13 both epimerized with ease to a mixture

  使用内酰胺作为模型化合物，研究了氮孤对在吲哚并[2,3- a ]喹啉联苯胺的酸催化差向异构化机理中的作用。脱乙基氨磺胺碱（3）没有与三氟乙酸（TFA ）发生差向异构化，而脱乙基二氢氨苯甲氨酸（7）顺利进行了差向异构化。在用TFA处理下，内酰胺12和13均容易地差向异构为内酰胺12和13的混合物。当重复使用内酰胺18和19进行实验时，达到了类似的平衡。中级20被内酰胺12的酸催化差向异构化过程捕获（锌还原），可以得出有关该机理的结论。
• 1-, and 1,1-disubstituted-6-substituted-2-carbamimidoyl-1-carbadethiapen-2-em-3-carboxylic acids, a process for preparing and an antibiotic composition containing the same
  申请人：Merck & Co., Inc.

  公开号：EP0071908A1

  公开（公告）日：1983-02-16

  Disclosed are 1-, and 1,1-disubstituted-6-substituted-2-carbamimidoyl-1-carbadethiapen-2-em-3-carboxylic acids having the structure: wherein R9 and R10 are, inter alia, hydrogen R9 and R10 are not both hydrogen) alkyl, cycloalkyl, aryl, and aralkyl; R9 and R10 may be joined; R6 and R7 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, alkenyl, aryl, aralkyl; A is a direct, single bond connecting the indicated S and C atoms, or A is a cyclic or acylic connecting group selected, inter alia, from alkyl, cycloalkyl, aryl, heteroaryl, heteroalkyl; R1 and R2, which define the carbamimidoyl function, are, inter alia, independently selected from hydrogen, alkyl, aryl; additionally, said carbamimidoyl is characterized by cyclic structures achieved by the joinder of the two nitrogen atoms via their substituents and by their joinder to connecting group A; additionally, "carbami- midiums" are disclosed by quarternization of on of the nitrogen atoms of said carbamimidoyl. Such compounds as well as their pharmaceutically acceptable salt, ester and amide derivates are useful as antibiotics. Also disclosed are processes for the preparation of such compounds and pharmaceutical compositions comprising such compounds.

  公开了具有以下结构的1-和1,1-二取代-6-取代-2-氨基甲酰亚胺基-1-碳二硫杂庚烯-2-em-3-羧酸： 其中 R9 和 R10 除其他外，是氢 R9 和 R10 不都是氢）烷基、环烷基、芳基和芳烷基；R9 和 R10 可以连接；R6 和 R7 除其他外，独立地选自氢、烷基、烯基、芳基、芳烷基组成的组；A 是连接所指 S 原子和 C 原子的直接单键，或者 A 是除其他外选自烷基、环烷基、芳基、杂芳基、杂烷基的环状或酰基连接基团；定义氨基甲酰亚胺官能团的 R1 和 R2 除其他外，独立地选自氢、烷基、芳基；此外，所述氨基甲酰亚胺的特征是通过取代基连接两个氮原子以及连接基 A 实现环状结构；此外，通过对所述氨基甲酰亚胺的一个氮原子进行仲氨化，公开了 "氨基甲酰亚胺"。此类化合物及其药学上可接受的盐、酯和酰胺衍生物可用作抗生素。此外，还公开了制备此类化合物和含有此类化合物的药物组合物的工艺。
• 6-(1-Hydroxyethyl)-2-SR8-1-methyl-1-carbadethiapen-2-em-3-carboxylic acid esters
  申请人：Merck & Co., Inc.

  公开号：EP0113101A1

  公开（公告）日：1984-07-11

  Diselosed are 6-[1-hydroxyethyl)-2-SR5-1-methyl-1-carbadethiapen-2-em-3-carboxylic acid esters (I) which are oralfy active antibiotics: wherein: R is a pharmaceutically acceptable ester moiety consistent with oral delivery; and R' is substituted or unsubstituted: alkyl, alkenyl, alkynyl, or cyclic alkyl, alkenyl, alkynyl, having 1-6 carbon atoms, aryl such as phenyl or heteroaryl such as pyridyl; wherein the substituent or substituents are selected from: phenyl, pyridyl, cyano, fluoro, chloro, hydroxy, alkylthio such as methylthio, arylthio such as phenylthio, methoxy, phenoxy, alkoxycarbonyl such as methoxycarbonyl, acetoxyl, N-methylcarbamoyl, N-methylcarbamoyloxy and N-acylamino. Also disclosed are processes for the preparation of such compounds and pharmaceutical compositions comprising such compounds.

  分离出的 6-[1-羟乙基]-2-SR5-1-甲基-1-巴豆硫杂庚烯-2-em-3-羧酸酯 (I) 是一种具有或半活性的抗生素： 其中R是符合口服给药的药学上可接受的酯基；R'是取代或未取代的：烷基、烯基、炔基，或具有 1-6 个碳原子的环状烷基、烯基、炔基，芳基如苯基或杂芳基如吡啶基；其中的取代基或多个取代基选自：苯基、吡啶基、氰基、氟基、氯基、羟基、烷硫基如甲硫基、芳硫基如苯硫基、甲氧基、苯氧基、烷氧基羰基如甲氧基羰基、乙酰氧基、N-甲基氨基甲酰基、N-甲基氨基甲酰氧基和 N-酰氨基。 还公开了制备此类化合物的工艺和包含此类化合物的药物组合物。