(2R)-2-[(1-ethoxy-1-oxopentan-2-yl)amino]propanoic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R)-2-[(1-ethoxy-1-oxopentan-2-yl)amino]propanoic acid
• 化学式: C₁₀H₁₉NO₄
• 分子量: 217.26
• InChiKey: AUVAVXHAOCLQBF-GVHYBUMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  5

文献信息

• [EN] PROCESS FOR PREPARATION OF PERINDOPRIL AND SALTS THEREOF<br/>[FR] PROCEDE DE PREPARATION DE PERINDOPRIL ET DE SELS DE CELUI-CI
  申请人：LUPIN LTD

  公开号：WO2004075889A1

  公开（公告）日：2004-09-10

  A process for preparation of perindopril of formula (II) and salts thereof which is simple, safe, convenient and cost-effective. The process involves reaction of compound of formula (I), wherein X is chlorine or bromine with compound of formula (VII) wherein A signifies that the six-membered ring of the bicyclic system is either saturated or unsaturated, followed by catalytic hydrogenation to give the perindopril of formula (II).

  一种制备分子式为（II）的贝那普利及其盐的方法，该方法简单、安全、方便且具有成本效益。该过程涉及将具有分子式（I）的化合物（其中X为氯或溴）与具有分子式（VII）的化合物（其中A表示双环系统的六元环是饱和的或不饱和的）发生反应，然后进行催化氢化以得到分子式为（II）的贝那普利。
• Process for preparation of perindopril and salts thereof
  申请人：Datta Debashish

  公开号：US20060276659A1

  公开（公告）日：2006-12-07

  A process for preparation of perindopril of formula (II) and salts thereof which is simple, safe convenient and cost-effective. The process involves reaction of compound of formula (I), wherein X is chlorine or bromine with compound of formula (VII) wherein A signifies that the six-membered ring of the bicyclic system is either saturated or unsaturated to give compound of formula (VIII), wherein A is as defined above, followed by catalytic hydrogenation of the compound of formula (VIII) thus obtained to give the perindopril of formula (II). The above process for the manufacture of perindopril would specifically avoid the use of harmful chemicals like phosgene or costly coupling agents like dicyclohexylcarbodiimide and 1-hydroxybenxotriazole usually used for such manufacture. The process would also not require any intervention of a catalyst and does not require any alkaline or acidic reaction conditions. Importantly, the process provides for manufacture of perindopril with high stereoselectively giving perindopril (II) having (S)-configuration in all the five chiral centres of the molecule, conforming to pharmacoepeial specifications. The invention also relates to a method for preparation of the compound of formula (I) and also to a method for preparation of N-[(S)- 1 -carbethoxybutyl]-(S)-alanine of formula (III) used in the process.

  一种制备公式（II）的普利度洛及其盐的方法，该方法简单、安全、方便、经济。该方法涉及公式（I）化合物（其中X为氯或溴）与公式（VII）化合物反应（其中A表示双环系统的六元环饱和或不饱和），以得到公式（VIII）化合物（其中A如上所定义），随后对所得的公式（VIII）化合物进行催化氢化，以得到公式（II）的普利度洛。上述制备普利度洛的方法将特别避免使用有害化学品如光气或昂贵的偶联剂如二环己基碳二亚胺和1-羟基苯并三唑通常用于此类制造。该方法也不需要催化剂的干预，也不需要碱性或酸性反应条件。重要的是，该方法提供了高立体选择性的普利度洛制造，使得分子的所有五个手性中心都具有（S）-构型，符合药典规格。本发明还涉及公式（I）化合物的制备方法，以及在该过程中使用的公式（III）N-[(S)-1-羧乙氧基丁基] -（S）-丙氨酸的制备方法。
• PROCESS FOR PREPARATION OF PERINDOPRIL AND SALTS THEREOF
  申请人：Lupin Limited

  公开号：EP1603558A1

  公开（公告）日：2005-12-14
• US7521566B2
  申请人：——

  公开号：US7521566B2

  公开（公告）日：2009-04-21