1-(Methoxycarbonyl)piperidine-3-carboxylic acid | 1019363-10-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(Methoxycarbonyl)piperidine-3-carboxylic acid
• 英文别名: 1-methoxycarbonylpiperidine-3-carboxylic acid
• CAS: 1019363-10-0
• 化学式: C₈H₁₃NO₄
• mdl: MFCD11128996
• 分子量: 187.19
• InChiKey: JUWHQANQIXFDDM-UHFFFAOYSA-N

物化性质

• 沸点：
  330.9±35.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

文献信息

• [EN] SYNTHESIS OF (4aS,7aS)-OCTAHYDRO-1H-PYRROLO[3,4-b]PYRIDINE<br/>[FR] SYNTHÈSE DE LA (4AS, 7AS)-OCTAHYDRO-1H-PYRROLO[3,4-B]PYRIDINE
  申请人：ITALIANA SINT SPA

  公开号：WO2010100215A1

  公开（公告）日：2010-09-10

  The present invention relates to the stereoselective synthesis of (4aS,7aS)-octahydro-1H-pyrrolo [3, 4-b]pyridine, as well as the conversion thereof, to give Moxifloxacin. Particularly, the present invention relates to a method for the synthesis of (4aS,7aS)-octahydro-1H-pyrrolo[3, 4-b]pyridine of formula (I) comprising : (a) the optical resolution by enzymatic hydrolysis of the intermediate dialkyl-1-alkylcarbonylpiperidine-2,3-dicarboxylate racemate of formula (II) to give, following isolation, the intermediate dialkyl-(2S,3R)-1-alkylcarbonyl-piperidine-2,3-dicarboxylate of formula (III) in which AIk is a straight or branched C1-C5 alkyl group; (b) the conversion of the intermediate (III) to (4aR,7aS)-1-alkylcarbonylhexahydrofuro[3, 4-b]pyridine-5,7-dione of formula (IV) in which AIk has the meanings set forth above; (c) the conversion of the intermediate (IV) to (4aS,7as)-octahydro-1H-pyrrolo[3, 4-b]pyridine of formula (I) with an optical purity above 99%.

  本发明涉及对(4aS,7aS)-八氢-1H-吡咯[3,4-b]吡啶的立体选择性合成，以及其转化为莫西沙星的方法。特别地，本发明涉及一种合成式(I)中的(4aS,7aS)-八氢-1H-吡咯[3,4-b]吡啶的方法，包括：(a)通过酶解反应对中间体二烷基-1-烷基羰基哌啶-2,3-二羧酸酯外消旋体(II)进行光学分辨，得到分离后的式(I)中的二烷基-(2S,3R)-1-烷基羰基哌啶-2,3-二羧酸酯(III)，其中AIk为直链或支链的C1-C5烷基；(b)将中间体(III)转化为式(I)中的(4aR,7aS)-1-烷基羰基六氢呋喃[3,4-b]吡啶-5,7-二酮(IV)，其中AIk具有上述含义；(c)将中间体(IV)转化为光学纯度高于99%的式(I)中的(4aS,7aS)-八氢-1H-吡咯[3,4-b]吡啶。
• HETEROCYCLIC COMPOUND AND USE THEREOF
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2297114A2

  公开（公告）日：2011-03-23
• SYNTHESIS OF (4aS,7aS)-OCTAHYDRO-1H-PYRROLOÝ3,4-b¨PYRIDINE
  申请人：F.I.S. Fabbrica Italiana Sintetici S.p.A.

  公开号：EP2403831A1

  公开（公告）日：2012-01-11
• [EN] HETEROCYCLIC COMPOUND AND USE THEREOF<br/>[FR] COMPOSÉ HÉTÉROCYCLIQUE ET SON UTILISATION
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2009154300A2

  公开（公告）日：2009-12-23

  Compounds represented by the formulas (I) (II) wherein each symbol is as defined in the specification, and a prodrug thereof have a superior renin inhibitory activity, and are useful as agents for the prophylaxis or treatment of hypertension, various organ damages attributable to hypertension and the like.