tert-butyl 2-iodo-5-methylbenzoate | 499157-27-6

• 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: tert-butyl 2-iodo-5-methylbenzoate
• CAS: 499157-27-6
• 化学式: C₁₂H₁₅IO₂
• 分子量: 318.154
• InChiKey: GHRRRDZKXPQQBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-iodo-5-methylbenzoate 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 17.0h， 生成 4-acetoxymethyl-2-(t-butoxycarbonyl)phenyl iodide
  参考文献：
  名称：

  EP1431267

  摘要：

  公开号：
• 作为产物：
  描述：

  2-碘-5-甲基苯甲酸 、 叔丁醇 在 硫酸 、 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 以66 %的产率得到tert-butyl 2-iodo-5-methylbenzoate
  参考文献：
  名称：

  钯催化的分子内氧钯化引发的级联反应：功能化苯并氮卓类和四氢喹啉类的溶剂依赖性化学发散方法

  摘要：

  开发了钯催化、溶剂依赖性分子内氧化钯触发的内部炔烃多米诺骨牌序列，这些炔烃带有系链亲核羧酸酯和亲电子烯酮官能团，用于化学合成两种完全不同的具有生物学意义的复杂分子，包括异苯并呋喃酮和异苯并呋喃酮融合的四氢喹啉/单次合成操作中的苯并二氢呋喃。

  DOI：

  10.1039/d3cc01370g

文献信息

• Palladium(II)‐Catalyzed Direct Access to Indeno[1,2‐ <i>c</i> ]isochromen‐5(11 <i>H</i> )‐Ones via Intramolecular Oxypalladation‐Initiated Cascade Process
  作者：Muthu Karuppasamy、B. S. Vachan、Tanvi Jandial、Sesuraj Babiola Annes、Nattamai Bhuvanesh、C. Uma Maheswari、Vellaisamy Sridharan

  DOI：10.1002/adsc.202000456

  日期：2020.7.16

  A palladium(II)‐catalyzed cascade approach was established for the synthesis of indeno[1,2‐c ]isochromen‐5(11H )‐ones starting from 2‐alkynyl tert‐butyl benzoates bearing a pendant α,β‐unsaturated carbonyl moiety in high yields (up to 99%) under mild conditions. This strategy offered high atom and step economy by delivering isobutene as the only side product, and by generating two new bonds and two

  建立了钯（II）催化的级联方法，用于合成带有[α，β-不饱和羰基]侧基的2-炔基叔丁基苯甲酸酯，从而合成茚并[1,2 - c ]异色素n-5（11 H）-酮。在温和的条件下以高收率（高达99％）收割。该策略通过提供异丁烯作为唯一的副产物，并在一次合成操作中生成两个新的键和两个环，从而提供了高原子和步进经济性。可以看到级联过程的机理，包括顺序的分子内氧合palpalpalation（6-endo-dig），分子内的烯烃插入和质子化步骤。
• Synthesis of Cyclohexane-Fused Isocoumarins via Cationic Palladium(II)-Catalyzed Cascade Cyclization Reaction of Alkyne-Tethered Carbonyl Compounds Initiated by Intramolecular Oxypalladation of Ester-Substituted Aryl Alkynes
  作者：Jianbo Zhang、Xiuling Han、Xiyan Lu

  DOI：10.1021/acs.joc.6b00128

  日期：2016.4.15

  A cationic Pd(II)-catalyzed cascade cyclization reaction of alkyne-tethered carbonyl compounds was developed. This reaction is initiated by intramolecular oxypalladation of alkynes with an ester group followed by 1,2-addition of the formed C–Pd(II) bond to the carbonyl group, providing a highly efficient method for the synthesis of cyclohexane-fused isocoumarins.

  开发了阳离子Pd（II）催化的炔烃系羰基化合物的级联环化反应。该反应是通过将带有酯基的炔烃进行分子内氧化palpalladation，然后将形成的C-Pd（II）键与羰基进行1,2-加成反应而提供的，为合成环己烷稠合的异香豆素提供了一种高效方法。
• CARBOXYLIC ACID DERIVATIVES AND PHARMACEUTICAL AGENT COMPRISING THE SAME AS ACTIVE INGREDIENT
  申请人：Tani Kousuke

  公开号：US20090318703A1

  公开（公告）日：2009-12-24

  A carboxylic acid derivative of formula (I): wherein R 1 is —COOH, —COOR 6 , etc.; A is a single bond, alkylene, etc.; R 2 is alkyl, alkoxy, etc.; B is a carbocyclic ring or a heterocyclic ring; Q is alkylnene-Cyc2, etc.; D is a linking chain; and R 3 is alkyl, a carbocyclic ring or a heterocyclic ring, or a non-toxic salt thereof. The compound of formula (I) binds to PGE 2 receptor, especially subtypes EP 3 and/or EP 4 and show the antagonizing activity, are useful for the prevention and/or treatment of diseases induced pain, itch, urticaria, allergy, urinary frequency, urinary disturbance, Alzheimer's disease, cancer, dysmenorrhea, endometriosis, etc.

  化学式为（I）的羧酸衍生物：其中R1为—COOH，—COOR6等；A为单键，烷基等；R2为烷基，烷氧基等；B为碳环或杂环；Q为烷基烯-Cyc2等；D为连接链；R3为烷基，碳环或杂环，或其无毒盐。化合物（I）与PGE2受体结合，特别是亚型EP3和/或EP4，并显示拮抗活性，对于预防和/或治疗由疼痛、瘙痒、荨麻疹、过敏、尿频、尿液障碍、阿尔茨海默病、癌症、痛经、子宫内膜异位症等引起的疾病有用。
• Carboxylic acid derivative compounds and drugs comprising these compounds as the active ingredient
  申请人：Tani Kousuke

  公开号：US20060258728A1

  公开（公告）日：2006-11-16

  A carboxylic acid derivative of formula (I): wherein R 1 is —COOH, —COOR 6 , etc.; A is a single bond, alkylene, etc.; R 2 is alkyl, alkoxy, etc.; B is a carbocyclic ring or a heterocyclic ring; Q is alkylnene-Cyc2, etc.; D is a linking chain; and R 3 is alkyl, a carbocyclic ring or a heterocyclic ring, or a non-toxic salt thereof. The compound of formula (I) binds to PGE 2 receptor, especially subtypes EP 3 and/or EP 4 and show the antagonizing activity, are useful for the prevention and/or treatment of diseases induced pain, itch, urticaria, allergy, urinary frequency, urinary disturbance, Alzheimer's disease, cancer, dysmenorrhea, endometriosis, etc.

  化学式为（I）的羧酸衍生物：其中R1为—COOH，—COOR6等；A为单键，烷基等；R2为烷基，烷氧基等；B为碳环或杂环；Q为烷基烯-Cyc2等；D为连接链；R3为烷基，碳环或杂环，或其无毒盐。化合物（I）与PGE2受体结合，特别是亚型EP3和/或EP4，并显示拮抗活性，可用于预防和/或治疗因疼痛、瘙痒、荨麻疹、过敏、尿频、尿障碍、阿尔茨海默病、癌症、痛经、子宫内膜异位症等引起的疾病。
• CARBOXYLIC ACID DERIVATIVE COMPOUNDS AND DRUGS COMPRISING THESE COMPOUNDS AS THE ACTIVE INGREDIENT
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP1431267A1

  公开（公告）日：2004-06-23

  A carboxylic acid derivative of formula (I): wherein R1 is -COOH, -COOR6, etc.; A is a single bond, alkylene, etc.; R2 is alkyl, alkoxy, etc.; B is a carbocyclic ring or a heterocyclic ring; Q is alkylnene-Cyc2, etc.; D is a linking chain; and R3 is alkyl, a carbocyclic ring or a heterocyclic ring, or a non-toxic salt thereof. The compound of formula (I) binds to PGE2 receptor, especially subtypes EP3 and/or EP4 and show the antagonizing activity, are useful for the prevention and/or treatment of diseases induced pain, itch, urticaria, allergy, urinary frequency, urinary disturbance, Alzheimer's disease, cancer, dysmenorrhea, endometriosis, etc.

  式(I)的羧酸衍生物： 其中 R1 为-COOH、-COOR6 等；A 为单键、亚烷基等；R2 为烷基、烷氧基等；B 为碳环或杂环；Q 为烷基烯-Cyc2 等；D 为连接链；R3 为烷基、碳环或杂环，或其无毒盐。式（I）化合物能与 PGE2 受体，特别是 EP3 和/或 EP4 亚型结合并显示出拮抗活性，可用于预防和/或治疗诱发疼痛、瘙痒、荨麻疹、过敏、尿频、排尿障碍、老年痴呆症、癌症、痛经、子宫内膜异位症等疾病。