2-溴庚酸甲酯 | 26040-74-4

• 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: 2-溴庚酸甲酯
• 英文名称: methyl 2-bromoheptanoate
• 英文别名: Heptanoic acid, 2-bromo, methyl ester
• CAS: 26040-74-4
• 化学式: C₈H₁₅BrO₂
• 分子量: 223.11
• InChiKey: XEENYBWXUFATQF-UHFFFAOYSA-N

物化性质

• 保留指数：
  1232

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴庚酸甲酯 在 硫酸 作用下， 以 苯 为溶剂， 生成 dimethyl 2-pentyl succinate
  参考文献：
  名称：

  Scytalidin：由Scytalidium物种产生的一种新的真菌毒性代谢产物

  摘要：

  从支持不完全真菌Scytalidium sp。生长的培养基中分离出一种新的真菌毒性代谢产物，称为Scytalidin。鞘磷脂（10-丁基-5,9,10,11-四氢-10-羟基-4-戊基-4 H-环壬基[1,2- c：5,6 - c ']二呋喃-的结构（3）1,3,6,8-tetraone）是在光谱和化学研究的基础上建立的。代谢物在结构上和生物合成上都与非氮化物有关。

  DOI：

  10.1039/p19720002280
• 作为产物：
  描述：

  2-羟基庚酸 在 三溴化磷 作用下， 以 乙醚 为溶剂， 反应 13.0h， 生成 2-溴庚酸甲酯
  参考文献：
  名称：

  Mohan, H Rama; Rao, A S, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 10, p. 698 - 700

  摘要：

  DOI：

文献信息

• One-pot oxidative bromination – Esterification of aldehydes to 2-bromoesters using cerium (IV) ammonium nitrate and lithium bromide
  作者：Gennady I. Nikishin、Nadezhda I. Kapustina、Lyubov' L. Sokova、Oleg V. Bityukov、Alexander O. Terent'ev

  DOI：10.1016/j.tetlet.2016.12.036

  日期：2017.1

  two-step, one-pot reaction of aldehydes with the CAN/LiBr oxidation system under solvent-free conditions followed by the addition of methanol affords methyl α-bromocarboxylates. The oxidation of aldehydes with methanol using this system gives only methyl esters. A facile method, which does not require special equipment, was developed for the synthesis of 2-bromoesters from aliphatic aldehydes with carbon

  在无溶剂条件下，醛与CAN / LiBr氧化系统进行两步一锅反应，然后添加甲醇，得到α-溴代羧酸甲酯。使用该系统用甲醇氧化醛只能得到甲酯。已开发了一种不需要特殊设备的简便方法，该方法可从碳链长度为5-10个原子的脂族醛合成2-溴酸酯。
• SYNTHESIS OF 2,4-THIAZOLIDINEDIONE-2-AZINES AND 2,4-THIAZOLIDINEDIONE-2-DIMETHYLHYDRAZONES FROM THIOCYANOESTERS AND HYDRAZINES
  作者：Paul E. Gagnon、Jean-L. Boivin、Gordon M. Brown

  DOI：10.1139/v59-231

  日期：1959.9.1

  Thiocyanoesters were prepared from 2-bromoesters and potassium thiocyanate, and a series of substituted thiazolidinedione-2-azines was obtained from these thiocyanoesters using hydrazine hydrate. The structure of the thiazolidinedione-2-azines was determined by hydrolysis using hydrochloric acid in ethanol. The reaction of thiocyanoesters with dimethylhydrazine, generally speaking, was analogous to their reaction with hydrazine, but there were many differences. Only 1 mole of alcohol was eliminated rather than 2, and there was no apparent reaction for the ethyl 2-thiocyanononanoate and the methyl phenylthiocyanoacetate. Furthermore, the reaction of methyl 2-thiocyanoisobutyrate with dimethylhydrazine did not give a 2,4-thiazolidinedione-2-dimethylhydrazone but rather an addition product, N-dimethylamino-S-(1-methyl-1-carbomethoxy) ethylisothiourea. To illustrate the reactivity of the thiocyano group, benzyl thiocyanate was treated with hydrazine and the product was found to be dibenzyldisulphide, and ammonia was evolved. Similarly, trimethylene dithiocyanate gave the dimer of trimethylene disulphide. Finally, benzyl thiocyanate formed an addition product with dimethylhydrazine which was N-dimethylamino-S-benzylthiourea.

  硫氰酸酯由2-溴酯和硫氰酸钾制备，并通过硫氰酸酯与水合肼反应获得一系列取代的噻唑烷二酮-2-嗪。噻唑烷二酮-2-嗪的结构通过在乙醇中使用盐酸水解确定。硫氰酸酯与二甲基肼的反应，一般来说，类似于它们与肼的反应，但存在许多差异。只有1摩尔的醇被消除而不是2摩尔，并且乙基2-硫氰基壬酸酯和甲基苯基硫氰基乙酸酯没有明显的反应。此外，甲基2-硫氰基异丁酸酯与二甲基肼的反应没有生成2,4-噻唑烷二酮-2-二甲基脒，而是生成了加成产物，N-二甲氨基-S-(1-甲基-1-羰基甲氧基)乙基异硫脲。为了说明硫氰酸基团的反应性，苯基硫氰酸酯与肼反应，产物被发现是二苯基二硫化物，并释放出氨。同样，三甲基二硫氰酸酯生成了三甲基二硫化物的二聚体。最后，苯基硫氰酸酯与二甲基肼形成了一个加成产物，即N-二甲氨基-S-苯基硫脲。
• <i>m-</i>C_Ar–H Bond Alkylations and Difluoromethylation of Tertiary Phosphines Using a Ruthenium Catalyst
  作者：Gang Li、Jiangzhen An、Chunqi Jia、Bingxu Yan、Lei Zhong、Junjie Wang、Suling Yang

  DOI：10.1021/acs.orglett.0c03377

  日期：2020.12.18

  m-CAr–H bond functionalization of tertiary phosphines was developed using [Ru(p-cymene)Cl2]2 as a catalyst. Desired product structures were confirmed by single-crystal X-ray diffraction. Mechanistic experiments indicated that m-CAr–H bond functionalization was a radical reaction and that a hexagonal ruthenacycle complex was a crucial intermediate in the process. Therefore, this study provides a novel

  使用[Ru（p- Cymene）Cl 2 ] 2作为催化剂，开发了叔膦的m -C Ar -H键官能化。通过单晶X射线衍射确认了所需的产物结构。机理实验表明，m -C Ar -H键官能化是一个自由基反应，六角形钌环络合物是该过程中的关键中间体。因此，本研究提供了后期的新颖的方法的元联苯单膦配位体的位上修饰。
• Studies concerning the antibiotic actinonin. Part VI. Synthesis of structural analogues of actinonin by dicyclohexylcarbodi-imide coupling reactions
  作者：John P. Devlin、W. David Ollis、John E. Thorpe、Derek E. Wright

  DOI：10.1039/p19750000848

  日期：——

  dicarboxylic acids has been investigated as a route for the specific synthesis of structural analogues (II) and (III) of actinonin (XVII). Methods for the synthesis of the isomers (X) and (XI) have been developed, but their coupling with amino-amides (I) by use of dicyclohexylcarbodi-imide is not specific.

  已经研究了氨基酰胺（I）与二羧酸的单烷基酯（V）的偶联，作为特异性合成肌动蛋白（XVII）的结构类似物（II）和（III）的途径。已经开发了用于合成异构体（X）和（XI）的方法，但是通过使用二环己基碳二亚胺将它们与氨基酰胺（I）偶联的方法不是特定的。
• [EN] HETEROCYCLIC HYDROXAMIC ACIDS AS PROTEIN DEACETYLASE INHIBITORS AND DUAL PROTEIN DEACETYLASE-PROTEIN KINASE INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] ACIDES HYDROXAMIQUES HÉTÉROCYCLIQUES COMME INHIBITEURS DE PROTÉINE DÉSACÉTYLASE ET INHIBITEURS DOUBLES DE PROTÉINE KINASE-PROTÉINE DÉSACÉTYLASE, ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV COLORADO REGENTS

  公开号：WO2015175813A1

  公开（公告）日：2015-11-19

  The present invention relates to novel hydroxamic acids which are specific histone deacetylase (HDAC) inhibitors and/or TTK/Mpsl kinase inhibitors, including pharmaceutically acceptable salts thereof, which are useful for modulating HDAC and/or TTK/Mpsl kinase activity, pharmaceutical compositions comprising these compounds, and processes for their preparation.

  本发明涉及一种新型的羟羧胺酸，它们是特异的组蛋白去乙酰化酶（HDAC）抑制剂和/或TTK/Mps1激酶抑制剂，包括其药用盐，用于调节HDAC和/或TTK/Mps1激酶活性，包括这些化合物的制药组合物，以及其制备方法。