洛伐他汀酸铵盐 | 77550-67-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 洛伐他汀酸铵盐
• 英文名称: ammonium mevinolinic acid
• 英文别名: lovastatin ammonium salt；ammonium 7-[1,2,6,7,8,8a(R)-hexahydro-2(S),6(R)-dimethyl-8(S)-(2-methylbutyryloxy)-1(S)-naphthyl]-3(R),5(R)-dihydroxyheptanoate；Ammonium mevinolinate；(3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid;azane
• CAS: 77550-67-5
• 化学式: C₂₄H₃₈O₆*H₃N
• 分子量: 439.593
• InChiKey: AOIIYQZTRFOGNN-AXHZAXLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  洛伐他汀酸铵盐 在 四氢吡咯 、 正丁基锂 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 43.5h， 生成 辛伐他汀
  参考文献：
  名称：

  A Cost-Efficient Synthesis of Simvastatin via High-Conversion Methylation of an Alkoxide Ester Enolate

  摘要：

  A cost-efficient synthesis of simvastatin (2), starting from mevinolin (lovastatin) (1a) or its precursor mevinolinic acid (1b), is reported. This synthesis involves the use of a new intermediate, lovastatin cyclopropylamide (3), eliminating two chemical steps of protection and deprotection of the open dihydroxy form of (la), Synthesis is based on the high-conversion methylation of an alkoxide ester enolate and involves only four chemical steps. Methylation reaction conditions have been optimized to get >99.5% conversion, Process is economical on large-scale and product (2) is obtained in 85% overall yield.

  DOI：

  10.1021/op990187i

文献信息

• [EN] METHOD FOR DETECTION AND/OR ASSAY OF LOVASTATIN ESTERASE WITH USE OF FLUOROGENIC/CHROMOGENIC REAGENT, LOVASTATIN ESTERASE ISOLATED AND/OR PURIFIED BY THIS METHOD, ASSEMBLY FOR DETECTION AND/OR ASSAY AND USE OF FLUOROGENIC/CHROMOGENIC REAGENT FOR DETE<br/>[FR] PROCÉDÉ POUR LA DÉTECTION ET/OU LE DOSAGE DE LA LOVASTATINE ESTÉRASE AVEC UTILISATION D'UN RÉACTIF FLUOROGÈNE/CHROMOGÈNE, LOVASTATINE ESTÉRASE ISOLÉE ET/OU PURIFIÉE PAR CE PROCÉDÉ, ENSEMBLE POUR LA DÉTECTION ET/OU LE DOSAGE ET UTILISATION DU RÉACTIF
  申请人：INST CHEMII ORGANICZNEJ POLSKA

  公开号：WO2009067031A1

  公开（公告）日：2009-05-28

  The invention relates to a method for detection and/or assay of the lovastatin esterase enzymatic activity, with use of the fiuorogenic/chromogenic reagent, comprising use of the fiuorogenic/chromogenic reagent of formula II wherein R represents hydrogen or C1-C6-alkyl, R' represents one or two substituents of the ring A, R' represents one or two or three substituents of the ring B. According to a method, the reagent is added to a material of enzymatic activity and the hydrolysis reaction under enzyme action is carried out, followed by detection and/or assay of the liberated coumarin compound of formula III. Also the invention relates to lovastatin esterase isolated and/or purified using this method, an assembly for detection and/or assay of the lovastatin esterase enzymatic activity, an use of the fiuorogenic/chromogenic reagent of formula II for detection and/or assay of the lovastatin esterase enzymatic activity.

  该发明涉及一种检测和/或测定洛伐他汀酯酶酶活性的方法，使用荧光/显色试剂，包括使用公式II的荧光/显色试剂，其中R代表氢或C1-C6-烷基，R'代表环A的一个或两个取代基，R'代表环B的一个、两个或三个取代基。根据一种方法，将试剂加入到具有酶活性的物质中，然后在酶作用下进行水解反应，随后检测和/或测定公式III的游离香豆素化合物。此外，该发明涉及使用该方法分离和/或纯化的洛伐他汀酯酶，用于检测和/或测定洛伐他汀酯酶酶活性的装置，以及使用公式II的荧光/显色试剂检测和/或测定洛伐他汀酯酶酶活性。
• Process for preparing simvastatin and intermediates thereof
  申请人：Korodi Ferenc

  公开号：US20070129437A1

  公开（公告）日：2007-06-07

  Novel processes for the preparation of simvastatin and intermediates of such processes. Preferred embodiments include the preparation of lovastatin amides, protected lovastatin amide derivatives, simvastatin dihydroxy acid amide derivatives, alkali salts, simvastatin dihydroxy acids, simvastatin ammonium salts, and simvastatin.

  制备辛伐他汀和该过程的中间体的新型工艺。首选实施例包括洛伐他汀酰胺、保护洛伐他汀酰胺衍生物、辛伐他汀二羟基酸酰胺衍生物、碱盐、辛伐他汀二羟基酸、辛伐他汀铵盐和辛伐他汀的制备。
• [EN] AN IMPROVED METHOD FOR MANUFACTURE OF 4-HYDROXY PYRAN-2-ONE DERIVATIVES<br/>[FR] PROCEDE AMELIORE D'ELABORATION DE DERIVES DE 4-HYDROXY PYRAN-2-ONE
  申请人：LUPIN LTD

  公开号：WO2005095374A1

  公开（公告）日：2005-10-13

  A process for preparation of 4-hydroxy-pyran-2-one derivative of formula (I), wherein R is (a), and wherein R<1> and R<2> are methyl and R<3> is hydrogen or methyl, comprising the steps of, heating a compound of formula (II), wherein R is as defined before, and R<4> is hydrogen, NH4<+> or an alkali metal, in a solvent mixture consisting of an aromatic hydrocarbon and a ketone in an inert atmosphere at a temperature of between 60°C to 92°C in the absence or presence of orthophosphoric acid or its alkali dihydrogen salts or alkali hydrogen salts of a dibasic acid, followed by optional neutralization of the reaction mixture with an organic base and obtaining compound of formula (I) in high purity and substantially free of impurities through a step of isolation and crystallization. The process leads to formation of derivatives of formula (I) in high purity with dimmer impurity (III) less than 0.1% and anhydro impurity (IV) below 0.15%.

  一种制备4-羟基吡喃-2-酮衍生物的方法，其中R为(a)，R<1>和R<2>为甲基，R<3>为氢或甲基，包括以下步骤：在惰性气氛中，在60°C至92°C的温度下，用芳香烃和酮的溶剂混合物加热化合物(II)，其中R如前所定义，R<4>为氢、NH4<+>或碱金属，然后可选择性地用有机碱中和反应混合物，并通过分离和结晶步骤获得高纯度且基本无杂质的化合物(I)。该过程导致高纯度的化合物(I)衍生物的形成，其二聚物杂质(III)小于0.1%，无水杂质(IV)低于0.15%。
• [EN] LACTONIZATION PROCESS<br/>[FR] PROCEDE DE LACTONISATION
  申请人：BIOCON LTD

  公开号：WO2005012279A1

  公开（公告）日：2005-02-10

  The instant invention discloses a process for preparation of compound of formula (II) comprising treatment of compound of formula (I) with sulphuric acid, wherein the sulphuric acid is added in one portion, at less than 0.8 equivalents of compound of formula (I); at a temperature less than -150 C; for a time less than 1 hour; in a water miscible solvent, preferably acetonitrile, where G = unsubstituted or substituted alkyl, aryl or hetero aryl and X = H or metal or amine.

  本发明揭示了一种制备化合物（II）的过程，包括用硫酸处理化合物（I），其中硫酸以一次性添加，添加量小于化合物（I）的0.8当量；在低于-150摄氏度的温度下；处理时间小于1小时；在水溶性溶剂中进行，最好是乙腈，其中G = 未取代或取代的烷基、芳基或杂环芳基，X = H或金属或胺。