三甲基乙酰基丙酮酸乙酯 | 13395-36-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 三甲基乙酰基丙酮酸乙酯
• 中文别名: 三甲基乙酰丙酮酸乙酯；5,5-二甲基-2,4-二氧己酸乙酯
• 英文名称: ethyl trimethylacetopyruvate
• 英文别名: ethyl 5,5-dimethyl-2,4-dioxohexanoate
• CAS: 13395-36-3
• 化学式: C₁₀H₁₆O₄
• mdl: MFCD00052319
• 分子量: 200.235
• InChiKey: NIMKIMUBJFWPTD-UHFFFAOYSA-N

物化性质

• 沸点：
  64 °C
• 密度：
  1.046±0.06 g/cm3(Predicted)
• 闪点：
  68-70°C/0.5mm
• 稳定性/保质期：
  在常温常压下稳定，避免与氧化物、酸、碱和还原剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 海关编码：
  2918300090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  常温下应存于密闭容器中，放置在阴凉、通风和干燥处。

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	5,5-dimethyl-2,4-dioxohexanoic acid	64165-15-7	C8H12O4	172.181

反应信息

• 作为反应物：
  描述：

  三甲基乙酰基丙酮酸乙酯 在 水 作用下， 生成 频哪酮
  参考文献：
  名称：

  Evidence for ketene intermediates in the decarbonylation of 2,4-dioxo acids and esters and 2-oxobutanedioic acid esters

  摘要：

  The mechanism by which alpha, gamma-dioxo carboxylic acid esters 1 and 2-oxobutanedioic acid diesters 2 lose CO was explored. The compounds, 5,5-dimethyl-2,4-dioxohexanoic acid ethyl ester, 1a, alpha,2-dioxocyclohexaneacetic acid ethyl ester, 1b, and alpha,1-dioxotetrahydro-2-naphthaleneacetic acid ethyl ester, 1c, lose CO at 170-190-degrees-C to yield the corresponding beta-keto esters 3a-c. When compounds 1 or the parent acids 4 were heated to 170-190-degrees-C with water in a sealed reactor, they yielded ketones resulting from replacement by H of C(O)CO2R from 1 or C(O)CO2H from 4. beta-Keto esters suffered replacement by H of the carbethoxy group to yield the corresponding ketones when heated with water at about 105-degrees-C. Acylketenes, such as 4,4-dimethyl-1-pentene-1,3-dione, 6a, 2-oxocyclohexylidenemethanone, 6b, 1-oxotetrahydro-2-naphthylidenemethanone, 6c, 3-methyl-1-butene-1,3-dione, 6d, and 1-butene-1,3-dione, 6e, are implicated as the common intermediates that react with water to form beta-keto acids that subsequently decarboxylate to yield the ketones 5. Intense IR frequencies in the region of 2120-2140 cm-1, characteristic of ketenes, are observed when 1,2, or 3 is subjected to GC-FTIR analysis with the injector and light pipe at 280-degrees-C. Loss of carbon monoxide and alcohol at high temperature is required to form 6 from 1, while only the loss of alcohol at lower temperature is needed to form 6 from 3.

  DOI：

  10.1021/jo00018a018
• 作为产物：
  描述：

  频哪酮 生成 三甲基乙酰基丙酮酸乙酯
  参考文献：
  名称：

  含3-（1,2-二氧乙基）-和2,3-二羰基的吡咯的合成

  摘要：

  2 H-叠氮基与1,2,4-三羰基化合物的过渡金属催化反应可生成3-（1,2-二氧代乙基）-和2,3-二羰基-吡咯衍生物，这些化合物可用于制备3 -杂环基吡咯和与杂环稠合的吡咯。研究了催化剂和反应条件对吡咯产率和反应区域选择性的影响。实验和理论结果表明，反应是通过形成中间的叠氮基金属配合物和随后的亲核N–C 3键裂解来进行的。

  DOI：

  10.1016/j.tet.2015.02.030

文献信息

• NOVEL GLUCOKINASE ACTIVATORS AND METHODS OF USING SAME
  申请人：Ryono Denis E.

  公开号：US20080009465A1

  公开（公告）日：2008-01-10

  Compounds are provided which are phosphonate and phosphinate activators and thus are useful in treating diabetes and related diseases and have the structure wherein is a heteroaryl ring; R 4 is —(CH 2 ) n -Z-(CH 2 ) m —PO(OR 7 )(OR 8 ), —(CH 2 ) n Z-(CH 2 ) m —PO(OR 7 )R g , —(CH 2 ) n -Z-(CH 2 ) m —OPO(OR 7 )R g , —(CH 2 ) n Z—(CH 2 ) m —OPO(R 9 )(R 10 ), or —(CH 2 ) n Z—(CH 2 ) m —PO(R 9 )(R 10 ); R 5 and R 6 are independently selected from H, alkyl and halogen; Y is R 7 (CH 2 ) s or is absent; and X, n, Z, m, R 4 , R 5 , R 6 , R 7 , and s are as defined herein; or a pharmaceutically acceptable salt thereof. A method for treating diabetes and related diseases employing the above compounds is also provided.

  提供了磷酸酯和磷酸酯激活剂，因此在治疗糖尿病和相关疾病方面非常有用，并具有以下结构： 其中 是杂环芳基环； R 4 为—(CH 2 ) n -Z-(CH 2 ) m —PO(OR 7 )(OR 8 )、—(CH 2 ) n Z-(CH 2 ) m —PO(OR 7 )R g 、—(CH 2 ) n -Z-(CH 2 ) m —OPO(OR 7 )R g 、—(CH 2 ) n Z—(CH 2 ) m —OPO(R 9 )(R 10) 或—(CH 2 ) n Z—(CH 2 ) m —PO(R 9 )(R 10) ； R 5 和R 6 分别选择自H、烷基和卤素； Y为R 7 (CH 2 ) s 或不存在；以及 X、n、Z、m、R 4 、R 5 、R 6 、R 7 和s如本文所定义；或其药用盐。 还提供了一种利用上述化合物治疗糖尿病和相关疾病的方法。
• [EN] PYRAZOLE DERIVATIVES AS S1P1 AGONISTS<br/>[FR] DÉRIVÉS DU PYRAZOLE EN TANT QU'AGONISTES S1P1
  申请人：ALMIRALL SA

  公开号：WO2011144338A1

  公开（公告）日：2011-11-24

  The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by sphingosine-1-phosphate receptors (S1P1) agonists.

  本发明涉及式(I)的化合物，制备此类化合物的方法以及它们在治疗可通过鞘氨醇-1-磷酸受体（S1P1）激动剂改善的病理状况或疾病中的用途。
• The discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine cannabinoid type 2 receptor agonist
  作者：Michael Moir、Samuel Lane、Andrew P. Montgomery、David Hibbs、Mark Connor、Michael Kassiou

  DOI：10.1016/j.ejmech.2020.113087

  日期：2021.1

  The development of selective CB2 receptor agonists is a promising therapeutic approach for the treatment of inflammatory diseases, without CB1 receptor mediated psychoactive side effects. Preliminary structure-activity relationship studies on pyrazoylidene benzamide agonists revealed the -ylidene benzamide moiety was crucial for functional activity at the CB2 receptor. A small library of compounds

  选择性CB 2受体激动剂的开发是一种有希望的治疗炎性疾病的治疗方法，没有CB 1受体介导的精神活性副作用。对吡唑基苯甲酰胺激动剂的初步结构-活性关系研究表明，亚苄基苯甲酰胺部分对于CB 2受体的功能活性至关重要。在吡唑和取代的苯基之间具有不同连接部分的小型化合物文库最终发现了有效的选择性吡唑并-[2,3- e ]-[1,2,4]-三嗪激动剂19（CB 2 R EC 50  = 19 nM，CB 1 R EC 50 > 10μM）。对接研究已经揭示了该连接基团的关键结构特征，这些特征对于有效的功能活性很重要。
• [EN] Pyrazolopyrrolidine compounds<br/>[FR] COMPOSÉS PYRAZOLOPYRROLIDINE
  申请人：NOVARTIS AG

  公开号：WO2013080141A1

  公开（公告）日：2013-06-06

  The invention relates to compounds of formula (I) as described herein, pharmaceutical preparations comprising such compounds, uses and methods of use for such compounds in the treatment of a disorder or a disease mediated by the activity of MDM2 and/or MDM4, and combinations comprising such compounds.

  该发明涉及公式（I）所述的化合物，包括这些化合物的药物制剂，以及这些化合物在治疗由MDM2和/或MDM4活性介导的疾病或疾病中的用途和使用方法，以及包含这些化合物的组合物。
• Process for the preparation of pivaloylpyruvic acid esters
  申请人：Bayer Aktiengesellschaft

  公开号：US04739104A1

  公开（公告）日：1988-04-19

  An improved process for the preparation of pivaloylpyruyic acid ester by reaction of pinacolin with an oxalic acid dialkyl ester followed by neutralization of the reaction mixture is disclosed, wherein the reactants are mixed at a temperature of -50.degree. to +50.degree. C. and the reaction completed at a temperature of 35.degree. to 200.degree. C.

  通过将皮纳科林与草酸二烷基酯反应，然后中和反应混合物，揭示了一种改进的制备皮酰丙酸酯的方法，其中反应物在-50度至+50度C的温度下混合，并在35度至200度C的温度下完成反应。

表征谱图