2-羟基-3-甲基-3-丁烯酸乙酯 | 33537-17-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-羟基-3-甲基-3-丁烯酸乙酯
• 中文别名: α-羟基异戊烯酸乙酯
• 英文名称: ethyl 2-hydroxy-3-methyl-3-butanoate
• 英文别名: ethyl 2-hydroxy-3-methyl-3-butenoate；ethyl 2-hydroxy-3-methylbut-3-enoate；2-hydroxy-3-methyl-but-3-enoic acid ethyl ester；2-Hydroxy-3-methyl-but-3-ensaeure-aethylester；3-Butenoic acid, 2-hydroxy-3-methyl-, ethyl ester
• CAS: 33537-17-6
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: ACQFOMVLRAEQCK-UHFFFAOYSA-N

物化性质

• 沸点：
  68 °C(Press: 10 Torr)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  2-羟基-3-甲基-3-丁烯酸乙酯 在 palladium on activated charcoal jones reagent 、 氢气 作用下， 以 乙醇 、 丙酮 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 0.5h， 生成 3-甲基-2-氧代丁酰乙酯
  参考文献：
  名称：

  Yates, Peter; Hoare, John Harold, Canadian Journal of Chemistry, 1983, vol. 61, p. 1397 - 1404

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 3-methyl-2-oxobut-3-enoate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 2-羟基-3-甲基-3-丁烯酸乙酯
  参考文献：
  名称：

  Thiazole-diamides as potent γ-secretase inhibitors

  摘要：

  The thiazole-diamide series (1) has been identified as highly potent gamma-secretase inhibitors. Several representative compounds showed IC50 values of < 0.3 nM. The synthesis and SAR, as well as a radiolabeled synthesis of [H-3]-2a, are described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.035

文献信息

• Synthesis of piperazine-2,5-diones related to bicyclomycin: 3-acetoxy-1,4-dibenzyl-3-[1-(2-methoxyethyl)- and 1-(2-hydroxyethyl)ethenyl]piperazine-2,5-dione. 1. Route via acyclic intermediates
  作者：Peter Yates、John Harold Hoare

  DOI：10.1139/v83-091

  日期：1983.3.1

  3-Acetoxy-1,4-dibenzyl-3-[1-(2-methoxyethyl)ethenyl]piperazine-2,5-dione (32) and its 2-hydroxyethyl analogue (46), which possess several of the structural features of the antibiotic bicyclomycin, have been synthesized by a route involving construction of the piperazine-2,5-dione ring at a late stage in the reaction sequence. Treatment of ethyl 3-(2-methoxyethyl)-3-methylglycidate with acetic anhydride and sulfuric acid gives ethyl 2-acetoxy-3-(2-methoxyethyl)-3-butenoate (10), which is converted to the corresponding carboxylic acid by ethanolysis, hydrolysis, and reacetylation. This, on conversion to its acid chloride and reaction with N,N′-dibenzylglycinamide, gives 2-acetoxy-N-benzyl-N-(2-benzylamino-2-oxocthyl)-3-(2methoxyethyl)-3-butenamide (21). Compound 21, on hydrolysis and oxidation, gives the corresponding 2-oxo compound, which on treatment with magnesium isopropylcyclohexylamide followed by acetylation yields 32. Demethylation of 21 with alkylthiotrimethylsilanes gives the corresponding 2-hydroxyethyl compound, whose tetrahydropyranyl ether on subjection to the above reaction sequence gives the 2-(tetrahydropyran-2-yloxy)ethyl analogue of 32. This, on hydrolysis, gives a 3: 1 mixture of compound 46 and a spiro compound formed by displacement of the acetoxyl group by the hydroxyl oxygen atom of 46.

  3-乙酰氧基-1,4-二苄基-3-[1-(2-甲氧基乙基)乙烯基]哌嗪-2,5-二酮(32)及其2-羟乙基类似物(46)，具有抗生素双环霉素的几个结构特征，通过在反应序列后期构建哌嗪-2,5-二酮环的路线合成。将乙基3-(2-甲氧基乙基)-3-甲基缩水甘油酸酯与乙酸酐和硫酸处理得到乙基2-乙酰氧基-3-(2-甲氧基乙基)-3-丁烯酸酯(10)，通过乙醇解、水解和再乙酰化转化为相应的羧酸。将其转化为酸酐并与N,N′-二苄基甘氨酰胺反应，得到2-乙酰氧基-N-苄基-N-(2-苄胺基-2-氧辛基)-3-(2-甲氧基乙基)-3-丁烯酰胺(21)。化合物21经水解和氧化得到相应的2-氧代化合物，再与异丙基环己基胺镁处理后进行乙酰化，得到32。用烷基硫三甲基硅烷对21进行脱甲基化得到相应的2-羟乙基化合物，其四氢吡喃基醚经上述反应序列得到32的2-(四氢吡喃-2-基氧基)乙基类似物。经水解后得到化合物46与由46的乙酰氧基被羟基氧原子取代形成的螺环化合物3:1混合物。
• [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。
• Catalyst and method for isomerization
  申请人：Sagami Chemical Research Center

  公开号：US04621150A1

  公开（公告）日：1986-11-04

  A catalyst for isomerization consisting essentially of a salt or complex salt represented by the formula: [ML.sub.m ].sup.n+ [Y].sub.n.sup.- (I) where M is a metal of Group IB, IIA, IIB or VIII of the periodic table, L is a ligand, Y is a conjugated base of a Bronsted acid, m is 0, 1, 2, 3 or 4 and n is 1, 2 or 3.

  一个异构化催化剂，其基本上由以下公式表示的盐或复盐组成：[ML.sub.m ].sup.n+ [Y].sub.n.sup.-（I），其中M是周期表中IB、IIA、IIB或VIII族的金属，L是配体，Y是布朗斯特酸的共轭碱，m为0、1、2、3或4，n为1、2或3。
• [EN] HERBICIDAL PYRIDYLETHERS<br/>[FR] PYRIDYLÉTHERS EN TANT QU'HERBICIDES
  申请人：BASF SE

  公开号：WO2019101513A1

  公开（公告）日：2019-05-31

  The present invention relates to pyridylethers of formula (I) or their agriculturally acceptable salts or derivatives,wherein the variables are defined accord- ing to the description, processes and intermediates for preparing the pyridylethers of formula (I), compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one pyridylether of formula (I)to act on plants, their seed and/or their habitat.

  本发明涉及式(I)的吡啶基醚化合物或其农业上可接受的盐或衍生物，其中变量根据说明进行定义，用于制备式(I)的吡啶基醚化合物的过程和中间体，包含它们的组合物以及它们作为除草剂的用途，即用于控制有害植物，并且还包括一种控制不受欢迎植被的方法，该方法包括使至少一种式(I)的吡啶基醚对植物、它们的种子和/或它们的栖息地发挥除草作用的有效量。
• Asymmetric synthesis of chiral vinylic epoxides and α-hydroxy-β,γ-unsaturated esters via (−)-menthol based auxiliary and enzymatic resolution respectively
  作者：Padma S. Vankar、Indrani Bhattacharya、Yashwant D. Vankar

  DOI：10.1016/0957-4166(96)00202-9

  日期：1996.6

  Using (−)-menthol as an auxiliary, three chiral vinylic epoxides have been synthesised from the corresponding glycidic esters via α-hydroxy-β,γ-unsaturated esters. Enzymatic resolution of α-acetoxy-β,γ-unsaturated esters using PLAP leads to optically active α-hydroxy- β,γ-unsaturated esters.

  使用（-）-薄荷醇作为助剂，通过α-羟基-β，γ-不饱和酯由相应的缩水甘油酯合成了三种手性乙烯基环氧化合物。使用PLAP酶解α-乙酰氧基-β，γ-不饱和酯会产生旋光性α-羟基-β，γ-不饱和酯。