3-(2-methyl-benzo[1,3]dioxol-2-yl)-propionic acid ethyl ester | 100612-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 3-(2-methyl-benzo[1,3]dioxol-2-yl)-propionic acid ethyl ester
• 英文别名: 3-(2-Methyl-benzo[1,3]dioxol-2-yl)-propionsaeure-aethylester；2-(2-carbethoxyethyl)-2-methylbenzodioxole；1,3-Benzodioxole-2-propanoic acid, 2-methyl-, ethyl ester；ethyl 3-(2-methyl-1,3-benzodioxol-2-yl)propanoate
• CAS: 100612-91-7
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: CGEABACDMVJTFG-UHFFFAOYSA-N

物化性质

• 沸点：
  300.5±11.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-methyl-benzo[1,3]dioxol-2-yl)-propionic acid ethyl ester 在 氢氧化钾 作用下， 生成 3-(2-methyl-benzo[1,3]dioxol-2-yl)-propionic acid
  参考文献：
  名称：

  Arnold; Bortnick; McMullen, Journal of the American Chemical Society, 1942, vol. 64, p. 1411

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2-(2-methylbenzo[d][1,3]dioxol-2-yl)acetate 在 氢氧化钾 、 phosphorus pentoxide 作用下， 生成 3-(2-methyl-benzo[1,3]dioxol-2-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  Arnold; Bortnick; McMullen, Journal of the American Chemical Society, 1942, vol. 64, p. 1411

  摘要：

  DOI：

文献信息

• Fluorogenic reagents for detection of glycoconjugates, .alpha.-ketoacids
  申请人：Indiana University Foundation

  公开号：US05310682A1

  公开（公告）日：1994-05-10

  Compounds containing .alpha.-discarbonyl groups are rendered capable of fluorescent emission by conjugation with carboxylic acid-terminated ortho-diaminoaryl reagents. The carboxylic acid groups serve as ionizable moieties which facilitate the conjugation reaction, and are retained in the conjugation product to enable, or enhance the ability of, the conjugated compounds to be separated in chromatographic and electromigration separation processes, notably electrophoresis. Ortho-dinitro derivatives of the reagents are also disclosed, these derivatives offering the advantage of stability as well as the ability to be used directly in the reaction in the presence of a reducing agent.

  含有α-二羰基基团的化合物通过与羧酸末端的邻二氨基芳基试剂共轭，从而具有荧光发射能力。羧酸基团作为可离子化的基团，促进了共轭反应，并在共轭产物中保留，以使共轭化合物能够在色谱和电泳分离过程中被分离或增强其能力。还公开了试剂的邻二硝基衍生物，这些衍生物具有稳定性的优势，并且可以在还原剂存在的情况下直接用于反应。
• Fluorogenic reagents for detection of glycoconjugates alpha-ketoacids and diketones
  申请人：INDIANA UNIVERSITY FOUNDATION

  公开号：EP0575139A1

  公开（公告）日：1993-12-22

  Compounds containing α-dicarbonyl groups are rendered capable of fluorescent emission by conjugation with carboxylic acid-terminated orth-diaminoaryl reagents. The carboxylic acid groups serve as ionizable moieties which facilitate the conjugation reaction, and are retained in the conjugation product to enable, or enhance the ability of, the conjugated compounds to be separated in chromatographic and electro-migration separation processes, notably electrophoresis. Ortho-dinitro derivatives of the reagents are also disclosed, these derivatives offering the advantage of stability as well as the ability to be used directly in the reaction in the presence of a reducing agent.

  含有α-二羰基的化合物通过与羧酸封端的邻二氨基芳基试剂共轭，可发出荧光。羧酸基团作为可电离的分子促进共轭反应，并保留在共轭产物中，使共轭化合物在色谱和电迁移分离过程（尤其是电泳）中得以分离或提高分离能力。此外，还公开了试剂的正二硝基衍生物，这些衍生物具有稳定性强以及可在还原剂存在下直接用于反应的优点。
• Improved protocol for the synthesis of functionalized triphenylene ketals
  作者：Siegfried R Waldvogel、Daniela Mirk

  DOI：10.1016/s0040-4039(00)00722-x

  日期：2000.6

  The trimerization of catechol ketals towards functionalized triphenylene ketals by anodic oxidation is presented. The described protocol is superior in yield and environmental aspects to all known procedures. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Enantioselective Total Synthesis of Some Brevicomins Using Aldolase Antibody 38C2
  作者：Benjamin List、Doron Shabat、Carlos F. Barbas III、Richard A. Lerner

  DOI：10.1002/(sici)1521-3765(19980515)4:5<881::aid-chem881>3.0.co;2-#

  日期：1998.5.15

  Aldolase antibody 38C2 (Aldrich no. 47,995-0) catalyzes the aldol reaction between hydroxyacetone and aldehyde 7 to give dihydroxyketone 8 alpha in an enantiomeric excess (ee) >99%. This reaction has been performed on a semipreparative scale to give the product in 55% yield (ee=98%). Aldol 8 alpha can be converted to hydroxybrevicomins ent-5 and ent-6 by reduction and acid-catalyzed cyclization. Antibody 38C2 also catalyzes the retro-aldol reaction of racemic syn-8. After 52% conversion, the enantiomeric product (8 beta) is obtained in >99% ee. By using either antibody-catalyzed aldol or retro-aldol reactions, both aldol enantiomers can be prepared with a single antibody catalyst. This methodology has been applied in highly enantioselective total syntheses of ten brevicomins.
• US5310682A
  申请人：——

  公开号：US5310682A

  公开（公告）日：1994-05-10