3,3-二甲基-环氧乙烷羧酸甲酯 | 5584-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 3,3-二甲基-环氧乙烷羧酸甲酯
• 英文名称: methyl 2,3-epoxy-3-methylbutyrate
• 英文别名: methyl 3,3-dimethyloxirane-2-carboxylate；3,3-dimethyl-oxiranecarboxylic acid methyl ester；α,β-epoxy-isovaleric acid methyl ester；α,β-Epoxy-isovaleriansaeure-methylester；2,3-epoxy-3-methyl-butanoic acid methyl ester；methyl 3,3-dimethylglycidate
• CAS: 5584-70-3
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: NAQGOYHXFOHGHQ-UHFFFAOYSA-N

物化性质

• 沸点：
  122.6±15.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)
• LogP：
  0.230 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-二甲基-环氧乙烷羧酸甲酯 在 ammonium hydroxide 作用下， 反应 8.0h， 生成 3-amino-2-hydroxy-3-methylbutyramide
  参考文献：
  名称：

  Preparative-Scale Synthesis of Two Metabolites Isolated from Soil Treated with Zoxium Fungicide and Kerb Herbicide

  摘要：

  The preparation in multigram scale of two metabolites 3-(3,5-dichloro-4-methyl-benzoylamino)-2-hydroxy-3-methyl-pentanoic acid and 3-(3,5-dichloro-benzoylamino)-3-methyl-2-oxo-butyric acid isolated from soil treated with either Zoxium fungicide or Kerb herbicide was efficiently accomplished using a common 5-step synthetic process starting from easily available raw materials.

  DOI：

  10.1021/jf0107196
• 作为产物：
  描述：

  methyl 2-methyloxiranylacetate 生成 3,3-二甲基-环氧乙烷羧酸甲酯
  参考文献：
  名称：

  Kinetic resolution of racemic β,γ-epoxy esters with pig liver esterase (PLE, e.c. 3.1.1.1.)

  摘要：

  DOI：

  10.1016/s0040-4039(01)80438-x

文献信息

• A convenient synthesis of aziridine-2-carboxylic esters
  作者：Johan Legters、Lambertus Thijs、Binne Zwanenburg

  DOI：10.1002/recl.19921110101

  日期：——

  Optically active oxirane-2-carboxylic esters, prepared from allylic alcohols employing the Sharpless epoxidation, were treated with sodium azide. The azido alcohols obtained were subsequently converted into aziridine-2-carboxylic esters by reaction with triphenylphosphine, in good yields and with high optical purity. Various racemic oxirane-2-carboxylic esters were subjected to the same sequence of

  用叠氮化钠处理由使用Sharpless环氧化的烯丙基醇制备的旋光环氧乙烷-2-羧酸酯。随后通过与三苯基膦反应以高收率和高光学纯度将获得的叠氮基醇转化为氮丙啶-2-羧酸酯。使各种外消旋环氧乙烷-2-羧酸酯进行相同的反应顺序。
• [EN] HERBICIDAL BENZOXAZINONES<br/>[FR] BENZOXAZINONES HERBICIDES
  申请人：BASF SE

  公开号：WO2012041789A1

  公开（公告）日：2012-04-05

  The present invention provides benzoxazinones of formula I wherein R1 is hydrogen or halogen; R2 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-haloalkynyl, C1-C6-alkoxy or C3- C6-cycloalkyl-C1-C6-alkyl; R3 is halogen; R4 is halogen; X is O or S; and Y is a substituted or unsubstituted heterocycle; Benzoxazinones of formula I are useful as herbicides.

  本发明提供式I苯并噁嗪酮，其中R1为氢或卤素；R2为氢、C1-C6烷基、C1-C6卤代烷基、C3-C6环烷基、C3-C6烯基、C3-C6卤代烯基、C3-C6炔基、C3-C6卤代炔基、C1-C6烷氧基或C3-C6环烷基-C1-C6烷基；R3为卤素；R4为卤素；X为O或S；Y为取代或未取代的杂环；式I苯并噁嗪酮可作为除草剂使用。
• Process for the preparation of 3-(substituted
  申请人：Sagami Chemical Research Center

  公开号：US06090946A1

  公开（公告）日：2000-07-18

  The present invention provides an industrial process for efficiently preparing a 3-(substituted phenyl)-5-isopropylidene-1,3-oxazolidine-2,4-dione derivative having a potent herbicidal activity without using phosgene or the like. The present invention relates to a process for preparing a 3-(substituted phenyl)-5-alkylidene-1,3-oxazolidine-2,4-dione derivative represented by general formula (III), which comprises reaction of an N-(substituted phenyl)carbamate represented by general formula (I) with a 2-hydroxy-3-alkenoate represented by-general formula (II) or with a 3-alkoxy-2-hydroxyalkanoate represented by general formula (IV): ##STR1## (wherein Ar is a substituted phenyl group, R.sup.1 is an alkyl group having a carbon number of from 1 to 6, R.sup.2 and R.sup.3 are independently hydrogen atoms or alkyl groups having carbon numbers of from 1 to 12, and R.sup.4 and R.sup.5 are independently alkyl groups having carbon numbers of from 1 to 6).

  本发明提供了一种工业过程，用于高效制备具有强大除草活性的3-(取代苯基)-5-异丙基亚甲基-1,3-噁唑烷-2,4-二酮衍生物，而不使用光气等。本发明涉及一种制备3-(取代苯基)-5-烷基亚甲基-1,3-噁唑烷-2,4-二酮衍生物的过程，该衍生物由通式(III)表示，其中包括将通式(I)表示的N-(取代苯基)氨基甲酸酯与通式(II)表示的2-羟基-3-烯酸酯或通式(IV)表示的3-烷氧基-2-羟基烷酸酯反应：##STR1##（其中Ar是取代苯基，R^1是碳数为1至6的烷基，R^2和R^3分别是氢原子或碳数为1至12的烷基，R^4和R^5分别是碳数为1至6的烷基）。
• Amino Acid-Derived Ionic Chiral Catalysts Enable Desymmetrizing Cross-Coupling to Remote Acyclic Quaternary Stereocenters
  作者：Junqiang Wei、Vincent Gandon、Ye Zhu

  DOI：10.1021/jacs.3c04877

  日期：2023.8.2

  stereocenters through cross-coupling reactions at distal positions of aryl substituents. The new class of amino acid-derived ionic chiral catalysts enables desymmetrizing (enantiotopic-group-selective) Suzuki–Miyaura reaction, Sonogashira reaction, and Buchwald–Hartwig amination between diverse diarylmethane scaffolds and aryl, alkynyl, and amino coupling partners, providing rapid access to enantioenriched

  不对称催化的合成应用依赖于键构建的策略调整以产生目标分子的手性。远程去对称化提供了催化转化和立体元素生成的空间解耦的独特优势。然而，这种空间分离对于手性催化剂通过远离亲手性中心三个或更多键的反应来区分遥远的对映位点来说存在很大的困难。在这里，我们报告了一种通过芳基取代基远端位置的交叉偶联反应建立无环季碳立构中心的策略。新型氨基酸衍生的离子手性催化剂能够实现不同二芳基甲烷支架与芳基、炔基和氨基偶联伙伴之间的去对称（对映基团选择性）Suzuki-Miyaura反应、Sonogashira反应和Buchwald-Hartwig胺化，从而提供快速访问将取代基投射到三维空间中广泛分布的位置的对映体富集分子。实验和计算研究揭示了手性配体的 C 末端通过离子相互作用对底物进行静电转向。催化剂的酰胺基团和钾阳离子之间的协同离子偶极相互作用有助于预组织，从而将不对称性传递给产物。这项研究表明，通过设计离子催
• PROCESS FOR THE PREPARATION OF 3-(SUBSTITUTED PHENYL)-5-ALKYLIDENE-1,3-OXAZOLIDINE-2,4-DIONE DERIVATIVES
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP0812834A1

  公开（公告）日：1997-12-17

  The present invention provides an industrial process for efficiently preparing a 3-(substituted phenyl)-5-isopropylidene-1,3-oxazolidine-2,4-dione derivative having a potent herbicidal activity without using phosgene or the like. The present invention relates to a process for preparing a 3-(substituted phenyl)-5-alkylidene-1,3-oxazolidine-2,4-dione derivative represented by general formula (III), which comprises reaction of an N-(substituted phenyl)carbamate represented by general formula (I) with a 2-hydroxy-3-alkenoate represented by general formula (II) or with a 3-alkoxy-2-hydroxyalkanoate represented by general formula (IV): (wherein Ar is a substituted phenyl group, R1 is an alkyl group having a carbon number of from 1 to 6, R2 and R3 are independently hydrogen atoms or alkyl groups having carbon numbers of from 1 to 12, and R4 and R5 are independently alkyl groups having carbon numbers of from 1 to 6).

  本发明提供了一种不使用光气等有效制备具有强除草活性的 3-(取代苯基)-5-异亚丙基-1,3-恶唑烷-2,4-二酮衍生物的工业工艺。本发明涉及一种制备通式(III)代表的 3-(取代苯基)-5-亚烷基-1,3-恶唑烷-2,4-二酮衍生物的工艺，该工艺包括通式(I)代表的 N-(取代苯基)氨基甲酸酯与通式(II)代表的 2-羟基-3-烯酸酯或通式(IV)代表的 3-烷氧基-2-羟基烷酸酯反应： (其中 Ar 为取代的苯基，R1 为碳原子数为 1-6 的烷基，R2 和 R3 独立地为氢原子或碳原子数为 1-12 的烷基，R4 和 R5 独立地为碳原子数为 1-6 的烷基）。