methyl 4-(p-tolylsulfonyl)butanoate | 133042-97-4

• 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: methyl 4-(p-tolylsulfonyl)butanoate
• 英文别名: Methyl 4-(p-toluene-sulphonyl)-butanoate；methyl 4-(4-methylphenyl)sulfonylbutanoate
• CAS: 133042-97-4
• 化学式: C₁₂H₁₆O₄S
• mdl: MFCD12410097
• 分子量: 256.323
• InChiKey: YVTNLYVIQVCLAN-UHFFFAOYSA-N

物化性质

• 沸点：
  414.9±45.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-(p-tolylsulfonyl)butanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以96%的产率得到4-hydroxybutyl p-tolyl sulfone
  参考文献：
  名称：

  Asymmetric synthesis of (S)-zearalenone dimethyl ether, an orsellinic acid type macrolide

  摘要：

  The synthesis of (S)-zearalenone dimethyl ether is described. The chiral part of the molecule was obtained by asymmetric synthesis monitored by a chiral sulfoxide group and introduced in the very last steps of the synthesis.

  DOI：

  10.1021/jo00007a015
• 作为产物：
  描述：

  4-碘丁酸甲酯 、 sodium 4-methylbenzenesulfinate 以 甲醇 、 乙醚 为溶剂， 以91%的产率得到methyl 4-(p-tolylsulfonyl)butanoate
  参考文献：
  名称：

  Solladie, Guy, Bulletin des Societes Chimiques Belges, 1990, vol. 99, # 10, p. 837 - 847

  摘要：

  DOI：

文献信息

• Selective Mono- and Bis(alkoxycarbonylation)s of Olefins Catalyzed by Palladium in the Presence of Cu(I) or Cu(II) Chloride under Remarkably Mild Conditions. Application to the Synthesis of γ-Butyrolactone Derivatives
  作者：Shiho Toda、Masanori Miyamoto、Hideki Kinoshita、Katsuhiko Inomata

  DOI：10.1246/bcsj.64.3600

  日期：1991.12

  Palladium-catalyzed mono- and bis(alkoxycarbonylation)s of olefins were controlled by the use of copper(II) and copper(1) chloride, respectively, in alcohol under normal pressure of carbon monoxide and oxygen at room temperature without any other additives. 3-Buten-1-ols gave the corresponding γ-butyrolactones and 2-oxotetrahydrofuran-3-acetic acid esters, respectively, in high yields.

  在室温下、正常压力的二氧化碳和氧气环境下，使用铜(II)和铜(I)氯化物分别控制钯催化的单和双(烷氧基羰基化)反应，无需其他添加剂即可使烯烃产生反应。3-丁烯-1-醇则分别高效地生成相应的γ-丁酰内酯和2-氧杂四氢呋喃-3-乙酸酯。
• Chalcone derivatives
  申请人：Biorex Laboratories Limited

  公开号：US04190671A1

  公开（公告）日：1980-02-26

  The present invention provides new chalcone derivatives of the general formula: ##STR1## wherein R.sub.1 is a hydroxyl, carboxylic acid or sulphonic acid group or a carboxyalkoxy or sulphoalkoxy radical, R.sub.2 and R.sub.3, which may be the same or different, are hydrogen or halogen atoms, hydroxyl groups or alkoxy radicals and R.sub.4 is an alkyl, hydroxyalkyl, alkoxy, carboxyalkoxy, sulphoalkoxy or carboxyalkylcarbonyloxyalkyl radical or a carboxylic acid or sulphonic acid group, with the proviso that compounds of general formula (Ia) always contain at least one carboxylic acid or sulphonic acid group; and the non-toxic inorganic and organic salts of those compounds containing at least one carboxylic acid or sulphonic acid group, the compounds of the invention are useful for treating inflammatory and allergic conditions and for treating ulcerous conditions of the gastro-intestinal tract in humans.

  本发明提供了通式为：##STR1##的新查耳酮衍生物，其中R1为羟基、羧酸或磺酸基团或羧酸烷氧基或磺酸烷氧基，R2和R3可以相同或不同，为氢或卤素原子、羟基或烷氧基，R4为烷基、羟烷基、烷氧基、羧酸烷氧基、磺酸烷氧基或羧酸烷基羰氧烷基，或羧酸或磺酸基团，前提是通式(Ia)的化合物总是至少含有一个羧酸或磺酸基团；以及那些至少含有一个羧酸或磺酸基团的化合物的无毒无机和有机盐，本发明的化合物可用于治疗炎症和过敏状况，以及治疗人类的胃肠道溃疡状况。
• Synthesis of γ-sulfonyl δ-lactones and β-sulfonyl styrenes
  作者：Chieh-Kai Chan、Yu-Hsin Chen、Ru-Ting Hsu、Meng-Yang Chang

  DOI：10.1016/j.tet.2016.11.051

  日期：2017.1

  A facile route to the synthesis of γ-sulfonyl lactones 5 and β-sulfonyl styrenes 6 has been developed, achieving moderate to good yields via the (1) NaH mediated Michael addition of β-ketosulfones 3 and methyl acrylate in refluxing THF and (2) NaBH4 mediated stereoselective reduction/lactonization of δ-ketoesters 4 in boiling MeOH, or (3) boron trifluoride etherate mediated ring-opening of lactones

  已开发出一种合成γ-磺酰基内酯5和β-磺酰基苯乙烯6的简便途径，通过（1）在回流的THF中通过（1）NaH介导的迈克尔加成β-酮砜3和丙烯酸甲酯实现中等至良好的收率，以及（2 NaBH 4在沸腾的MeOH中介导的δ-酮酸酯4的立体选择性还原/内酯化，或（3）三氟化硼醚化物在回流下在MeOH中介导的内酯5的开环。
• Synthesis of 4-sulfonyl-1,7-diesters <i>via</i> K₂CO₃-mediated alkylative debenzoylation of α-sulfonyl <i>o</i>-hydroxyacetophenones with acrylates
  作者：Meng-Yang Chang、Pin-Hsien Chen

  DOI：10.1039/d3ob01703f

  日期：——

  tandem debenzoylation of the resulting α,α-disubstituted o-hydroxyacetophenones. A plausible mechanism is proposed and discussed here. This high-yielding protocol provides a highly effective intermolecular alkylation and intramolecular debenzoylation via the formation of two carbon–carbon (C–C) single bonds and the cleavage of a carbon–carbon (C–C) single bond.

  在开放容器条件下，通过 α-磺酰基邻羟基苯乙酮与丙烯酸酯的 K 2 CO 3介导的双烷基化以及所得 α,α- 的串联脱苯甲酰化，4-磺酰基-1,7-二酯的合成得到了很好的发展。二取代的邻羟基苯乙酮。这里提出并讨论了一种合理的机制。这种高产方案通过形成两个碳-碳（C-C）单键和裂解碳-碳（C-C）单键提供高效的分子间烷基化和分子内去苯甲酰化。
• Solladie, Guy, Bulletin des Societes Chimiques Belges, 1990, vol. 99, # 10, p. 837 - 847
  作者：Solladie, Guy

  DOI：——

  日期：——