5-(4-chloro-phenyl)-2,2-dimethyl-(1,3)-dioxolan-4-one

• 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: 5-(4-chloro-phenyl)-2,2-dimethyl-(1,3)-dioxolan-4-one
• 英文别名: 5-(4-Chlorophenyl)-2,2-dimethyl-1,3-dioxolan-4-one
• 化学式: C₁₁H₁₁ClO₃
• 分子量: 226.66
• InChiKey: SPWOHUCLZGBYOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-chloro-phenyl)-2,2-dimethyl-(1,3)-dioxolan-4-one 、 4-(2-氨基乙基)-2-甲氧基苯酚 在 residue 、 乙酸乙酯 、 正己烷 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.0h， 以7.44 g of 2-(4-chlorophenyl)-2-hydroxy-N-[2-(4-hydroxy-3-methoxyphenyl)-ethyl]-acetamide with a purity of 91.0% is obtained in 80.6% yield的产率得到2-(4-chlorophenyl)-2-hydroxy-N-(4-hydroxy-3-methoxyphenethyl)acetamide
  参考文献：
  名称：

  Process for the preparation of alpha hydroxycarboxylic acid amides

  摘要：

  本发明涉及一种新型的制备2-苯基-2-羟基-N-[2-(3-烷氧基-4-羟基苯基)-乙基]-乙酰胺（式（I））的方法，其中R1为烷基，R2和R3各自独立地为氢或烷基，而R4为可选的取代芳基或可选的取代杂环芳基，该方法包括将式（II）的2-(3-烷氧基-4-羟基苯基)-乙胺与式（III）的α-羟基羧酸酯或式（III）a的二氧杂环戊酮反应，其中R1、R2和R3如上所定义，而R4如上所述，而R5、R6和R7各自独立地为低烷基。式（I）的化合物是从苦杏仁酸酰胺衍生的一类新型杀菌剂的重要中间体。

  公开号：

  US20050014950A1
• 作为产物：
  描述：

  对氯扁桃酸 、 2,2-二甲氧基丙烷 以83%的产率得到5-(4-chloro-phenyl)-2,2-dimethyl-(1,3)-dioxolan-4-one
  参考文献：
  名称：

  Lipase AKG mediated resolutions of α,α-disubstituted 1,2-diols in organic solvents; remarkably high regio- and enantio-selectivity

  摘要：

  Diols 1, which contain adjacent tertiary and primary hydroxy groups, can be selectively mono-acylated at the primary hydroxy group by many lipases in organic solvents, Since the reaction does not take place at the chiral tertiary centre itself, observed enantioselectivities are usually low. Only the combination of one lipase, lipase AKG (Amano, Pseudomonas sp.), with selected substrates gives high enantioselectivities (E 20 to > 200), Also, the solvent and acyl donor employed influences the outcome, On the basis of the results of Lipase AKG towards substrates 1 an active site model for this specific lipase has been developed, which can account for the results obtained, Fu!! experimental details on the synthesis of diols 1 and enzymatic preparation of acetates 2 are given, Also, the absolute stereochemistry of the enzymatically prepared diols 1 has been established by independent synthesis from (R)-mandelic acid.

  DOI：

  10.1039/p19960002051

文献信息

• Propargylether derivatives
  申请人：Syngenta Participations AG

  公开号：US06469005B1

  公开（公告）日：2002-10-22

  Propargylether derivatives of formula I including the optical isomers thereof and mixtures of such isomers, wherein R1 is hydrogen, alkyl, cycloalkyl or optionally substituted aryl, R2 and R3 are each independently hydrogen or alkyl, R4 is alkyl, alkenyl or alkynyl, R5, R6, R7, and R8 are each independently hydrogen or alkyl and R9 is a group R10 is optionally substituted aryl or optionally substituted heteroaryl, R11 is hydrogen or optionally substituted alkyl, alkenyl or alkynyl, Z is hydrogen —CO—R16, —COOR16, —CO—COOR16 or —CONR16R17, R12 is hydrogen, or optionally substituted alkyl, alkenyl or alkynyl, R13 is hydrogen or alkyl, R14 is hydrogen, alkyl, cycloalkyl or cycloalkyl-alkyl, R15 is alkyl, alkenyl, alkynyl, optionally substituted aryl or optionally substituted aryl-alkyl, and R16 and R17 are independently of each other hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted heteroaryl, have been found to be useful for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi. The invention relates the novel compounds and also to the preparation thereof and to the use of the compounds for plant protection, and to compositions suitable for applying the novel compounds in agricultural techniques.

  式I的Propargylether衍生物包括其光学异构体和这些异构体的混合物，其中R1是氢，烷基，环烷基或可选择取代的芳基，R2和R3分别独立地是氢或烷基，R4是烷基，烯基或炔基，R5、R6、R7和R8分别独立地是氢或烷基，R9是基团，R10是可选择取代的芳基或可选择取代的杂环芳基，R11是氢或可选择取代的烷基，烯基或炔基，Z是氢，-CO-R16，-COOR16，-CO-COOR16或-CONR16R17，R12是氢或可选择取代的烷基，烯基或炔基，R13是氢或烷基，R14是氢，烷基，环烷基或环烷基-烷基，R15是烷基，烯基，炔基，可选择取代的芳基或可选择取代的芳基-烷基，R16和R17独立地是氢，可选择取代的烷基，可选择取代的环烷基，可选择取代的芳基或可选择取代的杂环芳基，已被发现对控制或预防植物受植物病原微生物，尤其是真菌的侵害具有有用性。该发明涉及新颖的化合物，以及其制备和用于植物保护的化合物的用途，以及适用于在农业技术中应用新化合物的组合物。
• ARYLACETAMIDES, PROCESS FOR THEIR PREPARATION, COMPOSITIONS CONTAINING THEM AND THEIR USE AS FUNGICIDES
  申请人：Hoechst Schering AgrEvo GmbH

  公开号：EP0703899A1

  公开（公告）日：1996-04-03
• NOVEL PROPARGYLETHER DERIVATIVES
  申请人：Syngenta Participations AG

  公开号：EP1140799A1

  公开（公告）日：2001-10-10
• PROCESS FOR THE PREPARATION OF ALPHA-HYDROXYCARBOXYLIC ACID AMIDES
  申请人：Syngenta Participations AG

  公开号：EP1444195B1

  公开（公告）日：2005-08-10
• Process the preparation of alpha-hydroxycarboxylic acid amides
  申请人：Syngenta Participations AG

  公开号：EP1526128B1

  公开（公告）日：2007-01-03