ethyl 2-formyl-4-methylpentanoate | 607715-46-8

• 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: ethyl 2-formyl-4-methylpentanoate
• 英文别名: 2-Formyl-4-methylpentanoic acid, ethyl ester
• CAS: 607715-46-8
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: POONCGADRDSLFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  ethyl 2-formyl-4-methylpentanoate 在 sodium hydroxide 、 N-羟基-7-氮杂苯并三氮唑 、 sodium acetate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(Benzyloxyimino-methyl)-4-methyl-pentanoic acid ((S)-1-dimethylcarbamoyl-2,2-dimethyl-propyl)-amide
  参考文献：
  名称：

  Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the methylene spacer and the P1′ side chain

  摘要：

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to the methylene spacer and the P1' side chain. Enzyme inhibition and antibacterial activity data revealed that the optimum distance between the N-formyl hydroxylamine metal binding group and the P1' side chain is one unsubstituted methylene unit. Additionally, lipophilic P1' side chains that closely mimic the methionine residue in the substrate provided compounds with the best microbiological profile. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00532-8
• 作为产物：
  描述：

  2-Hydroxymethyl-4-methyl-pentanoic acid ethyl ester 在 盐酸 、 酒石酸 、 氯化铵 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 1.5h， 生成 ethyl 2-formyl-4-methylpentanoate
  参考文献：
  名称：

  [1,2,4]THIADIAZINE 1,1-DIOXIDE COMPOUNDS

  摘要：

  这项发明涉及[1,2,4]噻二嗪1,1-二氧化物化合物和含有这种化合物的药物组合物，可用于治疗丙型肝炎病毒感染。

  公开号：

  US20090306057A1

文献信息

• Syntheses of 2- and 3-Substituted Morpholine Congeners via Ring Opening of 2-Tosyl-1,2-Oxazetidine
  作者：Bálint Kőnig、Gábor Sztanó、Tamás Holczbauer、Tibor Soós

  DOI：10.1021/acs.joc.3c00207

  日期：2023.5.5

  Diastereoselective and diastereoconvergent syntheses of 2- and 3-substituted morpholine congeners are reported. Starting from tosyl-oxazatedine 1 and α-formyl carboxylates 2, base catalysis is utilized to yield morpholine hemiaminals. Their further synthetic elaborations allowed the concise constructions of conformationally rigid morpholines. The observed diastereoselectivities and the unusual diastereoconvergence

  报道了 2- 和 3- 取代吗啉同系物的非对映选择性和非对映收敛合成。从 tosyl-oxazatedine 1和 α-formyl carboxylates 2开始，利用碱催化产生吗啉半缩醛胺。他们进一步的合成阐述使得构象刚性吗啉的简洁结构成为可能。在光氧化还原自由基过程中观察到的非对映选择性和不寻常的非对映收敛似乎是避免C-3 取代基和 N-甲苯磺酰基之间的伪 A 1,3应变以及氧原子的端基异构效应的直接结果。
• An enantioselective synthesis of β2-amino acid derivatives
  作者：Jomana Elaridi、Ali Thaqi、Andrew Prosser、W. Roy Jackson、Andrea J. Robinson

  DOI：10.1016/j.tetasy.2005.01.048

  日期：2005.4

  Enantioselective hydrogenation of a series of (E)-alpha-substituted beta-amidoacrylates using Rh(I)-catalysts with chiral phosphine ligands (BPE, DuPHOS) gives beta(2)-amino acid derivatives with enantioselectivities of up to 67%. A beta(2,3)-amino acid derivative was also synthesised with similar enantioselectivity (<= 65%) from the corresponding prochiral enamide. (c) 2005 Elsevier Ltd. All rights reserved.
• Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the methylene spacer and the P1′ side chain
  作者：Stephen J. Davies、Andrew P. Ayscough、R.Paul Beckett、Ryan A. Bragg、John M. Clements、Sheila Doel、Christine Grew、Steven B. Launchbury、Gemma M. Perkins、Lisa M. Pratt、Helen K. Smith、Zoë M. Spavold、S.Wayne Thomas、Richard S. Todd、Mark Whittaker

  DOI：10.1016/s0960-894x(03)00532-8

  日期：2003.8

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to the methylene spacer and the P1' side chain. Enzyme inhibition and antibacterial activity data revealed that the optimum distance between the N-formyl hydroxylamine metal binding group and the P1' side chain is one unsubstituted methylene unit. Additionally, lipophilic P1' side chains that closely mimic the methionine residue in the substrate provided compounds with the best microbiological profile. (C) 2003 Elsevier Ltd. All rights reserved.
• [1,2,4]THIADIAZINE 1,1-DIOXIDE COMPOUNDS
  申请人：Ruebsam Frank

  公开号：US20090306057A1

  公开（公告）日：2009-12-10

  The invention is directed to [1,2,4]thiadiazine 1,1-dioxide compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

  这项发明涉及[1,2,4]噻二嗪1,1-二氧化物化合物和含有这种化合物的药物组合物，可用于治疗丙型肝炎病毒感染。