3-methyl-3-phenyl-oxiranecarboxylic acid methyl ester | 5441-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 3-methyl-3-phenyl-oxiranecarboxylic acid methyl ester
• 英文别名: 2.3-Epoxy-3-phenyl-buttersaeure-methylester；methyl 3-methyl-3-phenylglycidate；methyl 3-phenyl-2,3-epoxybutyrate；Methyl 3-methyl-3-phenyloxirane-2-carboxylate
• CAS: 5441-04-3
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: AGZSSAGYWIIPFE-UHFFFAOYSA-N

物化性质

• 沸点：
  255.9±30.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)
• 溶解度：
  溶于二氯甲烷

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  3-methyl-3-phenyl-oxiranecarboxylic acid methyl ester 在 sodium hydroxide 、 氢气 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 4-苯基-二氢-呋喃-2,3-二酮
  参考文献：
  名称：

  Design, synthesis, and evaluation of postulated transient intermediate and substrate analogues as inhibitors of 4-hydroxyphenylpyruvate dioxygenase

  摘要：

  An epoxybenzoquinone, 4-hydroxyphenoxypropionic acid, and 2-hydroxy-3-phenyl-3-butenoic acid derivatives have been designed, synthesized, and evaluated for in vitro inhibition activity against 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) from pig liver by the spectrophotometric enol-borate method. The biological data demonstrated that neither epoxybenzoquinone ester nor 2-hydroxy-3-phenyl-3-butenoic acid is an inhibitor of 4-HPPD. The most potent 4-HPPD inhibitor tested was 3-hydroxy-4-phenyl-2(5H)-furanone with an IC50 value of 0.5 muM, which may serve as a lead compound for further design of more potent 4-HPPD inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00291-3
• 作为产物：
  描述：

  (E)-3-苯基-3-甲基丙烯酸甲酯 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以55%的产率得到3-methyl-3-phenyl-oxiranecarboxylic acid methyl ester
  参考文献：
  名称：

  β-氟代β-苯基乳酸衍生物和β-氟代氰醇的新合成路线

  摘要：

  来自众所周知的Darzens缩水甘油酯合成的烷基苯基2，3-环氧羧酸盐在非常温和的条件下与吡啶鎓-多氟化氢反应，以几乎定量的产率以高的区域和立体选择性得到相应的3-氟3-苯基乳酸。

  DOI：

  10.1016/s0022-1139(00)82265-4

文献信息

• [EN] NOVEL PHOSPHOROUS (V)-BASED REAGENTS, PROCESSES FOR THE PREPARATION THEREOF, AND THEIR USE IN MAKING STEREO-DEFINED ORGANOPHOSHOROUS (V) COMPOUNDS<br/>[FR] NOUVEAUX RÉACTIFS À BASE DE PHOSPHORE (V), LEURS PROCÉDÉS DE PRÉPARATION ET LEUR UTILISATION DANS LA FABRICATION DE COMPOSÉS ORGANOPHOSHOREUX (V) STÉRÉODÉFINIS
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2019200273A1

  公开（公告）日：2019-10-17

  The present invention relates to novel phosphorous (V) (P(V)) reagents, methods for preparing thereof, and methods for preparing organophosphorous (V) compounds by using the novel reagents.

  本发明涉及新型磷（V）（P(V)）试剂，其制备方法以及利用这种新型试剂制备有机磷（V）化合物的方法。
• 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。
• Pd-Catalysed Regiospecific Reductive Ring Opening of Epoxides and Glycidic Esters
  作者：Jos P. Varghese、Arumugam Sudalai、Suresh Iyer

  DOI：10.1080/00397919508011782

  日期：1995.8

  Abstract The regiospecific ring opening of epoxides was achieved by Pd-catalysed transfer hydrogenolysis using ammonium formate as hydrogen source.

  摘要 环氧化物的区域特异性开环是通过以甲酸铵为氢源的钯催化转移氢解实现的。
• Chemoselective cascade reaction of glycidic esters with 2-naphthol derivatives initiated by stable radical cation salt
  作者：Congde Huo、Jinzhu An、Wenju Chang、Xiaodong Jia、Lisheng Kang、Mingxia Wu

  DOI：10.1016/j.tet.2013.05.109

  日期：2013.8

  A novel and efficient chemoselective tandem Friedel–Crafts alkylation/cyclization reaction of glycidic esters with 2-naphthol derivatives initiated by stable radical cation salt (0.5 mol %) has been developed.

  已经开发了一种新颖且高效的化学选择串联Friedel-Crafts缩水甘油酯与2-萘酚衍生物的烷基化/环化反应，该反应由稳定的自由基阳离子盐（0.5摩尔％）引发。
• 3-(Het) arylcarboxylic acid derivatives, their preparation and
  申请人：BASF Aktiengesellschaft

  公开号：US05703017A1

  公开（公告）日：1997-12-30

  3-(Het)arylcarboxylic acid derivatives of the formula I ##STR1## where R is formyl, CO.sub.2 H or a radical hydrolyzable to COOH and the other substituents have the following meanings: R.sup.2 and R.sup.3 are each halogen, alkyl, haloalkyl, alkoxy, haloalkoxy or alkylthio; X is nitrogen or CR.sup.14, where R.sup.14 is hydrogen or, together with R.sup.3, forms an alkylene or alkenylene chain, in each of which a methylene group is replaced by oxygen; R.sup.4 is phenyl or naphthyl, each of which is unsubstituted or substituted or an unsubstituted or substituted five-membered or six-membered heteroaromatic structure containing one to three nitrogen atoms or one sulfur or oxygen atom; R.sup.5 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, haloalkyl, alkoxyalkyl, alkylthioalkyl or phenyl; R.sup.6 is C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.4 -cyclo-alkyl, each of which may be mono- or polysubstituted; Y is sulfur, oxygen or a single bond; and Z is sulfur or oxygen; with the proviso that R.sup.6 is not unsubstituted C.sub.1 -C.sub.4 -alkyl when R.sup.4 is unsubstituted phenyl, Z is oxygen and simultaneously R.sup.5 is methyl or hydrogen.

  公式I的3-(Het)芳基羧酸衍生物，其中R为甲酰基，CO.sub.2 H或可水解为COOH的基团，其他取代基的含义如下：R.sup.2和R.sup.3分别为卤素，烷基，卤代烷基，烷氧基，卤代烷氧基或烷硫基; X为氮或CR.sup.14，其中R.sup.14为氢，或与R.sup.3一起形成一个烷基或烯基链，在其中一个亚甲基被氧替换; R.sup.4为苯基或萘基，每个都是未取代的或取代的，或未取代的或取代的含有一个到三个氮原子或一个硫或氧原子的五元或六元杂环结构; R.sup.5为氢，烷基，烯基，炔基，环烷基，卤代烷基，烷氧基烷基，烷硫基烷基或苯基; R.sup.6为C.sub.1-C.sub.8-烷基，C.sub.3-C.sub.6-烯基，C.sub.3-C.sub.6-炔基或C.sub.3-C.sub.4-环烷基，每个都可以是单取代或多取代; Y为硫，氧或单键; Z为硫或氧; 前提是当R.sup.4为未取代的苯基，Z为氧，同时R.sup.5为甲基或氢时，R.sup.6不是未取代的C.sub.1-C.sub.4-烷基。

表征谱图