ethyl 3-(furan-2-yl)-2,2-dimethyl-3-oxopropanoate | 857820-31-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3-(furan-2-yl)-2,2-dimethyl-3-oxopropanoate
• 英文别名: 3-[2]furyl-2,2-dimethyl-3-oxo-propionic acid ethyl ester；3-[2]Furyl-2,2-dimethyl-3-oxo-propionsaeure-aethylester；3-furan-2-yl-2,2-dimethyl-3-oxo-propionic acid ethyl ester
• CAS: 857820-31-6
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: OZIQXTMRNJQPBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-(furan-2-yl)-2,2-dimethyl-3-oxopropanoate 生成 1-[2]furyl-3-hydroxy-2,2-dimethyl-3,3-diphenyl-propan-1-one semicarbazone
  参考文献：
  名称：

  Mironesco; Joanid, Buletinul Societăţii de Chimie din România, 1935, vol. 17, p. 107,129

  摘要：

  DOI：
• 作为产物：
  描述：

  糠醛 、 2-溴-2-甲基丙酸乙酯 在 3-(2,6-diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以37%的产率得到ethyl 3-(furan-2-yl)-2,2-dimethyl-3-oxopropanoate
  参考文献：
  名称：

  Radical N-heterocyclic carbene catalysis for β-ketocarbonyl synthesis

  摘要：

  DOI：

  10.1016/j.tet.2021.132212

文献信息

• Facile synthesis of δ-ketoesters via formal two-carbon insertion into β-ketoesters
  作者：Yan Jiang、Song Xi、Qi Wang、Lin Fu、Ling He、Zhen Wang、Min Zhang

  DOI：10.1016/j.tetlet.2022.153656

  日期：2022.3

  A formal two-carbon insertion into β-ketoesters with vinylmetal has been developed for the rapid synthesis of δ-ketoesters. This method features high efficiency, simple operation, and mild conditions without the usage of bases and catalysts. The reaction is postulated to proceed via a tandem process involving nucleophilic addition of vinylmetal to ketone, retro-aldol reaction to give an enolate anion

  已经开发了一种正式的用乙烯基金属将双碳插入到β-酮酯中的方法，用于快速合成δ-酮酯。该方法具有效率高、操作简单、条件温和等特点，无需使用碱和催化剂。假设该反应通过串联过程进行，包括乙烯基金属与酮的亲核加成、逆醛醇反应产生烯醇化物阴离子和烯酮，最后是这两种中间体的迈克尔加成。
• [EN] IMMUNO INHIBITORY PYRAZOLONE COMPOUNDS<br/>[FR] COMPOSES PYRAZOLONE EXERÇANT UNE ACTION INHIBITRICE, UTILISES A DES FINS D'IMMUNOMODULATION
  申请人：AVIDEX LTD

  公开号：WO2005046679A1

  公开（公告）日：2005-05-26

  Compounds of formula (IA) or (IB) are inhibitors of CD80 and useful in immunomodulation therapy: wherein Ar represents an optionally substituted monocyclic or bicyclic aromatic or heteroaromatic group having from 5 to 10 ring atoms; R1 and R2 independently represent H, or Cl-C6 alkyl; R3 represents H; F; CI; Br; -NO2; - CN; C1-C6 alkyl optionally substituted by F or CI; or C1-C6 alkoxy optionally substituted by F; R4 represents a carboxylic acid group (-COOH) or an ester thereof, or -C(=O)NR6R7, -NR7C(=O)R6, -NR7C(=O)OR6, -NHC(=O)NR7R6 or -NHC(=S)NR7R6 wherein R6 represents H, or a radical of formula -(Alk)m-Q wherein m is 0 or 1, Alk is an optionally substituted divalent straight or branched C1-C12 alkylene, or C2-C12 alkenylene, or C2-C12 alkynylene radical or a divalent C3-C12 carbocyclic radical, any of which radicals may be interrupted by one or more -0-, -S- or -N(R8)- radicals wherein R8 represents H or C1-C4 alkyl, C3-C4 alkenyl, C3-C4 alkynyl, or C3-C6 cycloalkyl, and Q represents H; -CF3;-OH; -SH; -NR8R8wherein each R8 may be the same or different, or form a ring when taken together with the nitrogen to which they are attached; an ester group; or an optionally substituted aryl, aryloxy, cycloalkyl, cycloalkenyl or heterocyclic group; and R7 represents H or C1-C6 alkyl; or when taken together with the atom or atoms to which they are attached R6 and R7 form a monocyclic heterocyclic ring having 5, 6 or 7 ring atoms; and X represents a bond or a divalent radical of formula -(Z)n-(Alk)- or -(Alk)-(Z)n- wherein Z represents -0-, -S- or -NH-, Alk is as defined in relation to R6 and n is 0 or 1.

  公式为（IA）或（IB）的化合物是CD80的抑制剂，可用于免疫调节疗法：其中Ar代表具有5到10个环原子的可选取代单环或双环芳香或杂芳基团；R1和R2独立地代表H或Cl-C6烷基；R3代表H，F，CI，Br，-NO2，-CN，C1-C6烷基，可选取代F或CI的C1-C6烷基，或可选取代F的C1-C6烷氧基；R4代表羧酸基（-COOH）或其酯，或-C（=O）NR6R7，-NR7C（=O）R6，-NR7C（=O）OR6，-NHC（=O）NR7R6或-NHC（=S）NR7R6，其中R6代表H，或公式-(Alk)m-Q的基团，其中m为0或1，Alk是可选取代的二价直链或支链C1-C12烷基，或C2-C12烯基，或C2-C12炔基基团或二价C3-C12碳环基团，其中任何基团都可以由一个或多个-0-，-S-或-N（R8）-基团中断，其中R8代表H或C1-C4烷基，C3-C4烯基，C3-C4炔基，或C3-C6环烷基，并且Q代表H，-CF3，-OH，-SH，-NR8R8，其中每个R8可以相同也可以不同，或者与它们所附着的氮一起形成环；酯基；或可选取代的芳基，芳氧基，环烷基，环烯基或杂环基团；R7代表H或C1-C6烷基；或当它们与所附着的原子或原子一起取出时，R6和R7形成具有5、6或7个环原子的单环杂环环；X代表键或公式-(Z)n-(Alk)-或-(Alk)-(Z)n-的二价基团，其中Z代表-0-，-S-或-NH-，Alk如与R6相关定义，n为0或1。
• Immuno Inhibitory Pyrazolone Compounds
  申请人：Matthews Richard Ian

  公开号：US20070213345A1

  公开（公告）日：2007-09-13

  Compounds of formula (IA) or (IB) are inhibitors of CD80 and useful in immunomodulation therapy: wherein Ar represents an optionally substituted monocyclic or bicyclic aromatic or heteroaromatic group having from 5 to 10 ring atoms; R 1 and R 2 independently represent H, or C 1 -C 6 alkyl; R 3 represents H; F; CI; Br, —NO 2 ; —CN; C 1 -C 6 alkyl optionally substituted by F or CI; or C 1 -C 6 alkoxy optionally substituted by F; R 4 represents a carboxylic acid group (—COOH) or an ester thereof, or —C(═O)NR 6 R 7 , —NR 7 C(═O)R 6 , —NR 7 C(═O)OR 6 , —NHC(═O)NR 7 R 6 or —NHC(═S)NR 7 R 6 wherein R 6 represents H, or a radical of formula -(Alk) m -Q wherein m is 0 or 1, Alk is an optionally substituted divalent straight or branched C 1 -C 12 alkylene, or C 2 -C 12 alkenylene, or C 2 -C 12 alkynylene radical or a divalent C 3 -C 12 carbocyclic radical, any of which radicals may be interrupted by one or more —O—, —S— or —N(R 8 )— radicals wherein R 8 represents H or C 1 -C 4 alkyl, C 3 -C 4 alkenyl, C 3 -C 4 alkynyl, or C 3 -C 6 cycloalkyl, and Q represents H; —CF 3 ; —OH; —SH; —NR 8 R 8 wherein each R 8 may be the same or different, or form a ring when taken together with the nitrogen to which they are attached; an ester group; or an optionally substituted aryl, aryloxy, cycloalkyl, cycloalkenyl or heterocyclic group; and R 7 represents H or C 1 -C 6 alkyl; or when taken together with the atom or atoms to which they are attached R 6 and R 7 form a monocyclic heterocyclic ring having 5, 6 or 7 ring atoms; and X represents a bond or a divalent radical of formula -(Z) n -(Alk)- or -(Alk)-(Z) n - wherein Z represents -0-, —S— or —NH—, Alk is as defined in relation to R 6 and n is 0 or 1.

  式(Ia)或(Ib)的化合物是CD80的抑制剂，用于免疫调节疗法：其中Ar代表从5到10个环原子的可选取代的单环或双环芳香或杂芳基团；R1和R2独立地代表H或C1-C6烷基；R3代表H、F、CI、Br、—NO2、—CN、C1-C6烷基，其可选取代F或CI，或C1-C6甲氧基，R4代表羧酸基（—COOH）或其酯，或—C(═O)NR6R7、—NR7C(═O)R6、—NR7C(═O)OR6、—NHC(═O)NR7R6或—NHC(═S)NR7R6，其中R6代表H，或式-(Alk)m-Q的基团，其中m为0或1，Alk是可选取代的直链或支链C1-C12烷基、C2-C12烯基或C2-C12炔基基团或二价C3-C12环烷基基团，其中任何基团均可通过一个或多个—O—、—S—或—N(R8)—基团中断，其中R8代表H或C1-C4烷基、C3-C4烯基、C3-C4炔基或C3-C6环烷基，Q代表H、—CF3、—OH、—SH、—NR8R8，其中每个R8可能相同或不同，或与它们附着的氮一起形成一个环；酯基；或可选取代的芳基、芳氧基、环烷基、环烯基或杂环基团；R7代表H或C1-C6烷基；或当它们与附着的原子或原子组一起取时，R6和R7形成一个有5、6或7个环原子的单环杂环；X代表键或式-(Z)n-(Alk)-或-(Alk)-(Z)n-的二价基团，其中Z代表-0-、—S—或—NH—，Alk如在R6中定义，n为0或1。
• Immuno inhibitory pyrazolone compounds
  申请人：MediGene AG

  公开号：US08163757B2

  公开（公告）日：2012-04-24

  The present invention relates to compounds of formula (IA) or (IB) or pharmaceutically or veterinarily acceptable salt thereof:

  本发明涉及以下式子的化合物（IA）或（IB）或其药学或兽医可接受的盐：
• IMMUNO INHIBITORY PYRAZOLONE COMPOUNDS
  申请人：Avidex Limited

  公开号：EP1703906A1

  公开（公告）日：2006-09-27