benzyl 5-methyl-3-oxohexanoate | 57594-17-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 5-methyl-3-oxohexanoate
• 英文别名: Benzyl-isovalerylacetat
• CAS: 57594-17-9
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: UNTLMHGNGTXBPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl 5-methyl-3-oxohexanoate 在 对甲苯磺酰叠氮 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以100%的产率得到benzyl 2-diazo-5-methyl-3-oxohexanoate
  参考文献：
  名称：

  PENEM PRODRUG

  摘要：

  该发明涉及式(I)的舒洛佩内酯前药，其中R1为—(C2-C8)烷基，或其溶剂合物或水合物。该发明还涉及制备、配方和使用舒洛佩内酯前药来治疗患有感染等疾病的患者。

  公开号：

  US20080125408A1
• 作为产物：
  描述：

  benzyl 5-methyl-hexa-2,3-dienoate 在 Oxone 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到benzyl 5-methyl-3-oxohexanoate
  参考文献：
  名称：

  Oxone-promoted hydration of electron-deficient allenic esters and ketones into 1,3-dicarbonyl compounds

  摘要：

  A novel and mild protocol for the hydration of electron-deficient allenic esters and ketones into various 1,3-dicarbonyl compounds is described. The hydration of allenes promoted by oxone in DMF afforded the corresponding products in moderate to good yields. This work features the employment of only a catalytic amount of inexpensive and nontoxic solid reagent oxone (2KHSO(5)center dot KHSO4 center dot K2SO4), avoiding the utility of toxic metals or traditional Bronsted acids, in a green version of viewpoint. A possible reaction mechanism for this transformation is also primarily proposed. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.120

文献信息

• Microwave-Assisted Solution-Phase Synthesis of 1,4,5-Trisubstituted Pyrazoles
  作者：Giampaolo Giacomelli、Andrea Porcheddu、Margherita Salaris、Maurizio Taddei

  DOI：10.1002/ejoc.200390091

  日期：2003.2

  A small parallel library of 1,4,5-trisubstituted pyrazoles was prepared in solution using a three-step procedure starting from Meldrum acid. The Meldrum acid was acylated with different acyl chlorides and the products opened with different alcohols and amines to give substituted β-keto esters and β-keto amines. Further reaction with N,N-dimethylformamide dimethylacetal and the final cyclisation were

  使用三步法从 Meldrum 酸开始，在溶液中制备了一个小型的 1,4,5-三取代吡唑平行库。Meldrum酸用不同的酰氯酰化，产物用不同的醇和胺打开，得到取代的β-酮酯和β-酮胺。与 N,N-二甲基甲酰胺二甲基缩醛的进一步反应和最终的环化在微波辐射下有效地进行。在第一步中仅使用清除剂树脂，而在其他两个步骤中使用微波可以使起始材料完全转化。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Pd-Catalyzed Asymmetric β-Hydride Elimination en Route to Chiral Allenes
  作者：Ian T. Crouch、Robynne K. Neff、Doug E. Frantz

  DOI：10.1021/ja401606e

  日期：2013.4.3

  enantioselectivity, allow access of either allene enantiomer, and are readily synthesized. The methodology is demonstrated on over 20 substrates, and application to the formal asymmetric total synthesis of the natural product, (+)-epibatidine, is also provided.

  我们希望报告关于从烯醇三氟甲磺酸酯衍生的乙烯基 Pd(II)-配合物中发现和开发催化不对称 β-氢化物消除以获取手性丙二烯的初步结果。为了实现这一目标，我们开发了一类手性亚磷酸酯配体，它们表现出高对映选择性，允许使用任何丙二烯对映异构体，并且易于合成。该方法在 20 多种底物上进行了演示，还提供了在天然产物 (+)-epibatidine 的正式不对称全合成中的应用。
• Diterpenoid total synthesis, an A .far. B .far. C approach. VIII. Introduction of oxygen at carbon-11. Total synthesis of (+-)-carnosic acid dimethyl ether and (+-)-carnosol dimethyl ether
  作者：Walter L. Meyer、Richard A. Manning、Erich Schindler、Robert S. Schroeder、D. Craig Shew

  DOI：10.1021/jo00868a021

  日期：1976.3
• [EN] PENEM PRODRUGS<br/>[FR] PROMÉDICAMENTS DE SULOPÉNÈME
  申请人：PFIZER PROD INC

  公开号：WO2008059367A1

  公开（公告）日：2008-05-22

  [EN] The invention relates to prodrugs of sulopenem of formula (I): wherein R¹ is -(C₂-C₈)alkyl, or a solvate or hydrate thereof. The invention also relates to the preparation, formulation, and use of the prodrugs of sulopenem to treat a disorder such as an infection in a patient in need thereof.
  [FR] L'invention porte sur des promédicaments de sulopénème de la formule (I) : dans laquelle R1 est alkyle en (C₂-C₈), ou un solvate ou un hydrate de celui-ci. L'invention porte également sur la préparation, la formulation et l'utilisation des promédicaments de sulopénème pour traiter un trouble tel qu'une infection chez un patient qui a besoin d'un traitement.
• Oxone-promoted hydration of electron-deficient allenic esters and ketones into 1,3-dicarbonyl compounds
  作者：Yu-Ping Yi、Yan Zheng、Jing Nie、Jun-An Ma

  DOI：10.1016/j.tetlet.2015.05.120

  日期：2015.7

  A novel and mild protocol for the hydration of electron-deficient allenic esters and ketones into various 1,3-dicarbonyl compounds is described. The hydration of allenes promoted by oxone in DMF afforded the corresponding products in moderate to good yields. This work features the employment of only a catalytic amount of inexpensive and nontoxic solid reagent oxone (2KHSO(5)center dot KHSO4 center dot K2SO4), avoiding the utility of toxic metals or traditional Bronsted acids, in a green version of viewpoint. A possible reaction mechanism for this transformation is also primarily proposed. (C) 2015 Elsevier Ltd. All rights reserved.