rac-2-formyl-2,5-dimethyl-hexanoic acid ethyl ester | 1125547-94-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: rac-2-formyl-2,5-dimethyl-hexanoic acid ethyl ester
• 英文别名: 2-formyl-2,5-dimethyl-hexanoic acid ethyl ester；2-formyl-2,5-dimethylhexanoic acid ethyl ester；ethyl 2-formyl-2,5-dimethylhexanoate
• CAS: 1125547-94-5
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: UFCJDARXCPYKGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  250.8±23.0 °C(predicted)
• 密度：
  0.947±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  rac-2-formyl-2,5-dimethyl-hexanoic acid ethyl ester 、 环丁基胺 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以48%的产率得到rac-2-cyclobutylaminomethyl-2,5-dimethyl-hexanoic acid ethyl ester
  参考文献：
  名称：

  [1,2,4]THIADIAZINE 1,1-DIOXIDE COMPOUNDS

  摘要：

  这项发明涉及[1,2,4]噻二嗪1,1-二氧化物化合物和含有这种化合物的药物组合物，可用于治疗丙型肝炎病毒感染。

  公开号：

  US20090306057A1
• 作为产物：
  描述：

  2-异戊烷基-2-甲基丙二酸二乙酯 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 乙酸乙酯 、 甲苯 为溶剂， 反应 4.25h， 以36%的产率得到rac-2-formyl-2,5-dimethyl-hexanoic acid ethyl ester
  参考文献：
  名称：

  4-Hydroxy-5,6-dihydro-1H-pyridin-2-one compounds

  摘要：

  这项发明涉及4-羟基-5,6-二氢-1H-吡啶-2-酮化合物和含有这种化合物的药物组合物，可用于治疗丙型肝炎病毒感染。

  公开号：

  US20090062263A1
• 作为试剂：
  描述：

  2-异戊烷基-2-甲基丙二酸二乙酯 、 、 diisobutylaluminum hydride 、 甲苯 在 氮气 、 氯化铵 、 乙酸乙酯 、 hexanes 、 rac-2-formyl-2,5-dimethyl-hexanoic acid ethyl ester 作用下， 以 二氯甲烷 为溶剂， 反应 4.25h， 以to afford the desired product, 2-formyl-2,5-dimethyl-hexanoic acid ethyl ester (150 mg, 0.75 mmol, 36%)的产率得到rac-2-formyl-2,5-dimethyl-hexanoic acid ethyl ester
  参考文献：
  名称：

  [1,2,4]THIADIAZIN-3-YL ACETIC ACID COMPOUND[[S]] AND METHODS OF MAKING THE ACETIC ACID COMPOUND

  摘要：

  该发明涉及[1,2,4]噻二嗪1,1-二氧化物化合物和含有这种化合物的药物组合物，用于治疗丙型肝炎病毒感染。

  公开号：

  US20120116077A1

文献信息

• [EN] PROCESS FOR THE PREPARATION OF IOPAMIDOL<br/>[FR] PROCÉDÉ DE PRÉPARATION D'IOPAMIDOL
  申请人：BRACCO IMAGING SPA

  公开号：WO2015067601A1

  公开（公告）日：2015-05-14

  The present invention discloses a process for the preparation of Iopamidol of formula (II) and comprising the following steps: a) reacting the Compound (I) wherein X is OR2 or R3, and wherein R2 and R3 are a Ci-C6 linear or branched alkyl, C3-C6 cycloalkyl, C6 aryl, optionally substituted with a group selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, n-butyl, sec-butyl, t-butyl and phenyl, with the acylating agent (S)-2-(acetyloxy)propanoyl chloride in a reaction medium to provide the acetyloxy derivative of Compound (I); b) hydrolyzing the intermediate from step a) with an aqueous solution at a pH comprised from 0 to 7, by adding water or a diluted alkaline solution such as sodium hydroxide or potassium hydroxide, freeing the hydroxyls from the boron-containing protective groups, obtaining the N-(S)-2-(acetyloxy)propanoyl derivative of Compound (II); c) alkaline hydrolysis to restore the (S)-2-(hydroxy)propanoyl group and to obtain lopamidol (II) and optional recovery of the boron derivative from the solution obtained in step b). The boron-containing protective group is versatile, efficient and recyclable. A one-pot synthesis, without intermediate isolation is provided, leading to a decreasing of recovered and recycled solvents and a significant increasing in the yield, representing a significant advantage in terms of cost-effectiveness of the entire process and environmental awareness.

  本发明公开了一种制备式Iopamidol（II）的过程，包括以下步骤：a）将化合物（I）与酰化剂（S）-2-（乙酰氧基）丙酰氯在反应介质中反应，其中X为OR2或R3，R2和R3为C1-C6线性或支链烷基、C3-C6环烷基、C6芳基，可选地取代为甲基、乙基、正丙基、异丙基、正丁基、仲丁基、叔丁基和苯基，以提供化合物（I）的乙酰氧衍生物；b）将步骤a）中间体与pH为0至7的水溶液水解，通过加入水或稀释的碱性溶液如氢氧化钠或氢氧化钾，释放含硼保护基的羟基，获得化合物（II）的N-（S）-2-（乙酰氧基）丙酰衍生物；c）碱性水解以恢复（S）-2-（羟基）丙酰基团并获得Iopamidol（II），并可从步骤b）中获得的溶液中可选地回收硼衍生物。含硼保护基具有多功能性、高效性和可回收性。提供了一锅法合成，无需中间体分离，减少了回收和再利用的溶剂，显著提高了产率，从成本效益和环保意识方面具有显著优势。
• PROCESS FOR THE PREPARATION OF IOPAMIDOL
  申请人：BRACCO IMAGING S.P.A.

  公开号：US20160237026A1

  公开（公告）日：2016-08-18

  The present invention discloses a process for the preparation of Iopamidol of formula (II) and comprising the following steps: a) reacting the Compound (I) wherein X is OR2 or R3, and wherein R2 and R3 are a Ci-C6 linear or branched alkyl, C3-C6 cycloalkyl, C6 aryl, optionally substituted with a group selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, n-butyl, sec-butyl, t-butyl and phenyl, with the acylating agent (S)-2-(acetyloxy)propanoyl chloride in a reaction medium to provide the acetyloxy derivative of Compound (I); b) hydrolyzing the intermediate from step a) with an aqueous solution at a pH comprised from 0 to 7, by adding water or a diluted alkaline solution such as sodium hydroxide or potassium hydroxide, freeing the hydroxyls from the boron-containing protective groups, obtaining the N—(S)-2-(acetyloxy)propanoyl derivative of Compound (II); c) alkaline hydrolysis to restore the (S)-2-(hydroxy)propanoyl group and to obtain Iopamidol (II) and optional recovery of the boron derivative from the solution obtained in step b). The boron-containing protective group is versatile, efficient and recyclable. A one-pot synthesis, without intermediate isolation is provided, leading to a decreasing of recovered and recycled solvents and a significant increasing in the yield, representing a significant advantage in terms of cost-effectiveness of the entire process and environmental awareness.

  本发明公开了一种制备II型碘普胺的方法，包括以下步骤：a）将化合物（I）与酰化试剂（S）-2-（乙酰氧）丙酰氯在反应介质中反应，其中X为OR2或R3，R2和R3为Ci-C6直链或支链烷基，C3-C6环烷基，C6芳基，可选地被甲基，乙基，正丙基，异丙基，正丁基，异丁基，叔丁基和苯基中的一种取代，以提供化合物（I）的乙酰氧衍生物；b）将步骤a）中间体与pH为0至7的水溶液水解，通过加水或稀释的碱性溶液，如氢氧化钠或氢氧化钾，释放含硼保护基的羟基，获得化合物（II）的N-（S）-2-（乙酰氧）丙酰衍生物；c）碱性水解以恢复（S）-2-（羟基）丙酰基团并获得碘普胺（II），并可从步骤b）所得溶液中回收硼衍生物。含硼保护基是多功能，高效和可回收的。提供了一种无中间体分离的一锅法合成，导致回收和再利用溶剂的减少以及收率的显着增加，代表了整个过程的成本效益和环境意识的显着优势。
• [1,2,4]thiadiazine 1,1-dioxide compounds
  申请人：Anadys Pharmaceuticals, Inc.

  公开号：US08097613B2

  公开（公告）日：2012-01-17

  The invention is directed to [1,2,4]thiadiazine 1,1-dioxide compounds of formula I wherein A is B is and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

  本发明涉及式I的[1,2,4]噻二嗪1,1-二氧化物化合物，其中A为B为，并且包含这种化合物的药物组合物，用于治疗丙型肝炎病毒感染。
• 4-hydroxy-5,6-dihydro-1H-pyridin-2-one compounds
  申请人：Anadys Pharmaceuticals, Inc.

  公开号：US07834009B2

  公开（公告）日：2010-11-16

  The invention is directed to 4-hydroxy-5,6-dihydro-1H-pyridin-2-one compounds of Formula I and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus: wherein R6 is X is N, Ring A is a 5- or 6-membered aryl, optionally substituted by 1-3 R8 moieties, n is 2, and R1-R6 and R8 are defined herein.

  该发明涉及公式I的4-羟基-5,6-二氢-1H-吡啶-2-酮化合物以及含有这些化合物的制药组合物，该组合物在治疗丙型肝炎病毒感染方面具有用途：其中R6为X为N，环A为5-或6-成员芳基，可选择地由1-3个R8基团取代，n为2，而R1-R6和R8如本文所定义。
• [1,2,4]Thiadiazin-3-yl acetic acid compound and methods of making the acetic acid compound
  申请人：Anadys Pharmaceuticals, Inc.

  公开号：US08222404B2

  公开（公告）日：2012-07-17

  The invention is directed to a [7-methanesulfonylamino-methyl)-1,1-dioxo-1,4-dihydro-1λ6-thieno[2,3-e][1,2,4]thiadiazin-3-yl]-acetic acid compound and to methods of making the same.

  本发明涉及一种[7-甲烷磺酰氨甲基)-1,1-二氧化-1,4-二氢-1λ6-噻吩[2,3-e][1,2,4]噻二嗪-3-基]-乙酸化合物及其制备方法。