isopropyl 2-chlorobenzoate | 942-14-3

• 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: isopropyl 2-chlorobenzoate
• 英文别名: 2-chloro-benzoic acid isopropyl ester；2-Chlor-benzoesaeure-isopropylester；2-Chlorbenzoesaeure-isopropylester；propan-2-yl 2-chlorobenzoate
• CAS: 942-14-3
• 化学式: C₁₀H₁₁ClO₂
• mdl: MFCD00559222
• 分子量: 198.649
• InChiKey: ZQVYNQNVFVRHMT-UHFFFAOYSA-N

物化性质

• 沸点：
  255.0±13.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)
• 保留指数：
  1345;1352;1358;1354;1361;1378

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  isopropyl 2-chlorobenzoate 在 sodium tetrahydroborate 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 2.0h， 生成 邻氯苄醇
  参考文献：
  名称：

  Reductions of Carboxylic Acids and Esters with NaBH₄ in Diglyme at 162°C

  摘要：

  Aromatic esters, including the extremely sterically hindered ester: t-amyl 2-chlorobenzoate, are readily reduced to the corresponding benzyl alcohols in high yield with NaBH4 in refluxing diglyme (162 degreesC). In sharp contrast, aliphatic esters usually gave only low yields of alcohols. Instead, diglyme fragmentation products are formed which undergo transesterification reactions, producing complex product mixtures including products such as RCOOCH2CH2OCH3. The mechanism of this process involves sodium borohydride-induced S(N)2 cleavage of diglyme (hydride attack) at high temperatures. However, when the extremely electron rich, 3,4,5-trimethoxybenzoic acid is treated with NaBH4/diglyme at 162 degreesC (with or without an equivalent of LiCl), no 3,4,5-trimethyoxybenzyl alcohol is formed. The electron rich and hindered ester, t-amyl-3,4,5-trimethoxybenzoate, also does not reduce under these conditions (with or without LiCl). However, both methyl and isopropyl 3,4,5-trimethoxybenzoate esters were converted into 3,4,5-trimethyoxybenzyl alcohol in good yields in NaBH4/diglyme/LiCl at 162 degreesC. These reductions did not occur unless LiCl was present, illustrating the electron releasing effect of the three methoxy functions which reduce the carbonyl group's reactivity.

  DOI：

  10.1081/scc-120018935
• 作为产物：
  描述：

  2-氯苯甲酸 在 醋酸异丙酯 作用下， 生成 isopropyl 2-chlorobenzoate
  参考文献：
  名称：

  Organic Reactions with Boron Fluoride.¹ XIX. Condensation of Cyclopropane and Olefins with Acids

  摘要：

  DOI：

  10.1021/ja01269a037

文献信息

• Process for the preparation of 4`-haloalkylbiphenyl-2-carboxylic acids
  申请人：Kreis Michael

  公开号：US20120016152A1

  公开（公告）日：2012-01-19

  The invention relates to a process for the preparation of optionally substituted 4′-haloalkyl-biphenyl-2-carboxylic acid esters and to a process for the preparation of corresponding optionally substituted 4′-haloalkylbiphenyl-2-carboxylic acids.

  这项发明涉及一种制备可选择取代的4'-卤代烷基联苯-2-羧酸酯的方法，以及一种制备相应的可选择取代的4'-卤代烷基联苯-2-羧酸的方法。
• PRODRUG-TYPE ANTICANCER AGENT USING CANCER-SPECIFIC ENZYMATIC ACTIVITY
  申请人：The University of Tokyo

  公开号：US20200399305A1

  公开（公告）日：2020-12-24

  To provide novel compounds that are promising as prodrug-type anticancer agents, a compound represented by general formula (I) or a salt thereof is provided.

  提供具有前瞻性作为前药型抗癌药物的新化合物，提供了一种由通用式(I)表示的化合物或其盐。
• Novel [1,2,4]Triazolo[4,3-a]Quinoxaline Derivative, Method For Preparing Same, And Pharmaceutical Composition For Preventing Or Treating BET Protein-Related Diseases, Containing Same As Active Ingredient
  申请人：Dong Wha Pharm. Co., Ltd.

  公开号：US20200039984A1

  公开（公告）日：2020-02-06

  Provided are a novel [1,2,4]triazolo[4,3-a]quinoxaline derivative, a method for preparing the same, and a pharmaceutical composition for preventing or treating bromodomain extra-terminal (BET) protein-related diseases including cancer and autoimmune diseases, containing the same as an active ingredient.

  提供了一种新型[1,2,4]三唑并[4,3-a]喹喔啉衍生物，一种制备该衍生物的方法，以及一种用于预防或治疗与溴结构域额外末端（BET）蛋白相关的疾病，包括癌症和自身免疫疾病的药物组合物，其中该衍生物作为活性成分。
• Methods of Synthesizing a Levodopa Ester Prodrug
  申请人：Raillard Stephen P.

  公开号：US20100099907A1

  公开（公告）日：2010-04-22

  Methods of synthesizing a levodopa ester prodrug, salts thereof, and synthetic intermediates thereof are disclosed.

  揭示了一种合成左多巴酯前药、其盐及其合成中间体的方法。
• METHODS OF SYNTHESIZING A LEVODOPA ESTER PRODRUG
  申请人：XENOPORT, INC.

  公开号：US20160176804A1

  公开（公告）日：2016-06-23

  Methods of synthesizing a levodopa ester prodrug, salts thereof, and synthetic intermediates thereof are disclosed.

  本发明公开了一种合成左旋多巴酯前药、其盐和合成中间体的方法。

表征谱图