(2S)-3-(3,4-dihydroxyphenyl)-2-(1,3-dioxoisoindol-2-yl)-3-hydroxypropanoic 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: (2S)-3-(3,4-dihydroxyphenyl)-2-(1,3-dioxoisoindol-2-yl)-3-hydroxypropanoic acid
• 化学式: C₁₇H₁₃NO₇
• 分子量: 343.29
• InChiKey: GOARNQSMYSYKHQ-LSLKUGRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  7

文献信息

• METHOD OF DROXIDOPA SYNTHESIS
  申请人：CHELSEA THERAPEUTICS, INC.

  公开号：US20130253061A1

  公开（公告）日：2013-09-26

  The present application relates to a novel method of preparing L-threo-dihydroxyphenylserine (droxidopa). Specifically, the application is directed to a method of preparing droxidopa via a deprotection step that is an alternative to deprotection steps that have been previously disclosed. The new deprotection strategy is advantageous in that it avoids the need to use hydrogenolysis or hydrazine.

  本申请涉及一种制备L-左旋二羟苯丙氨酸（多索巴）的新方法。具体而言，该申请涉及一种通过去保护步骤制备多索巴的方法，该方法是一种替代先前披露的去保护步骤。新的去保护策略具有优势，因为它避免了使用氢解或联氨。
• [EN] A PROCESS FOR THE PREPARATION OF DROXIDOPA<br/>[FR] PROCÉDÉ DE PRÉPARATION DE LA DROXIDOPA
  申请人：PIRAMAL ENTPR LTD

  公开号：WO2016147132A1

  公开（公告）日：2016-09-22

  The present invention provides a novel process for the preparation of droxidopa, a synthetic amino acid precursor of norepinephrine. The process is a stereoselective process for the preparation of droxidopa using asymmetric induction and thus avoids synthetic process involving chiral resolution. The present invention also provides novel intermediates of formula V and formula VI.

  本发明提供了一种新颖的制备多巴酚丙胺（droxidopa）的过程，多巴酚丙胺是去甲肾上腺素的合成氨基酸前体。该过程是一种立体选择性的过程，用于利用不对称诱导制备多巴酚丙胺，从而避免了涉及手性分离的合成过程。本发明还提供了式V和式VI的新颖中间体。
• [EN] METHOD OF PREPARING OPTICALLY ACTIVE SERINE DERIVATIVE<br/>[FR] PROCEDE DE PREPARATION D'UN DERIVE DE SERINE OPTIQUEMENT ACTIF
  申请人：ESTECHPHARMA CO LTD

  公开号：WO2005085178A1

  公开（公告）日：2005-09-15

  A method of preparing L-threo-(2S,3R)-3-(3.4-dihydroxyphenyl)serine or a salt thereof and an immediate obtained in the preparation of the serine derivative are provided. The method includes decomposing an asymmetric aldol condensate of a chiral metal complex in a polar organic solvent using an acid and hydrogenating the resulting product.

  提供了一种制备L-三氢-（2S,3R）-3-（3,4-二羟基苯基）丝氨酸或其盐以及在制备丝氨酸衍生物中获得的中间体的方法。该方法包括在极性有机溶剂中使用酸分解手性金属络合物的不对称醛缩产物，并对所得产物进行氢化。
• [EN] PROCESS FOR THE PREPARATION OF DROXIDOPA<br/>[FR] PROCÉDÉ DE PRÉPARATION DE DROXIDOPA
  申请人：PIRAMAL ENTPR LTD

  公开号：WO2016147133A1

  公开（公告）日：2016-09-22

  The present invention provides a novel process for the preparation of droxidopa, a synthetic amino acid precursor of norepinephrine. The process is a stereoselective process for the preparation of droxidopa using asymmetric induction and thus avoids synthetic process involving chiral resolution. The present invention also provides novel intermediates of formula III, formula V and formula VI.

  本发明提供了一种新的方法，用于制备多巴酚羧酸（droxidopa），一种去甲肾上腺素的合成氨基酸前体。该方法是一种立体选择性方法，用于使用不对称诱导制备多巴酚羧酸，因此避免了涉及手性分离的合成过程。本发明还提供了三个新的中间体，分别为公式III、公式V和公式VI。
• [EN] METHOD FOR THE SYNTHESIS OF DROXIDOPA<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE DROXIDOPA
  申请人：CHELSEA THERAPEUTICS INC

  公开号：WO2013142093A1

  公开（公告）日：2013-09-26

  The present application relates to a novel method of preparing L-threo-dihydroxyphenylserine (droxidopa). Specifically, the application is directed to a method of preparing droxidopa via a deprotection step that is an alternative to deprotection steps that have been previously disclosed. The new deprotection strategy is advantageous in that it avoids the need to use hydrogenolysis or hydrazine.

  本申请涉及一种制备L-脯氨酸二羟基苯丙胺（Droxidopa）的新方法。具体而言，本申请涉及一种通过去保护步骤制备Droxidopa的方法，该方法是先前公开的去保护步骤的替代方法。新的去保护策略具有优点，即避免了使用氢解或肼。