methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate
• 英文别名: methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-4-carboxylate；2-carbomethoxytropinone；rac.-2-Methoxycarbonyl-tropinon；(+/-)-3-oxo-tropane-2-carboxylic acid methyl ester；8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester；(+/-)-3-Oxo-tropan-2-carbonsaeure-methylester；2-Carbomethoxy-3-tropinone；methyl (1S,5R)-8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate
• 化学式: C₁₀H₁₅NO₃
• mdl: MFCD03426159
• 分子量: 197.234
• InChiKey: WXEMSGQRTGSYOG-CSTAXXSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydride 、 碳酸氢钠 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  New classes of potent and bioavailable human renin inhibitors

  摘要：

  New classes of de novo designed renin inhibitors are reported. Some of these compounds display excellent in vitro and in vivo activities toward human renin in a TGR model. The synthesis of these new types of mono- and bicyclic scaffolds are reported, and properties of selected compounds discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.104
• 作为产物：
  描述：

  柠檬酸 在 氢氧化钾 、 sodium hydroxide 、 硫酸 、 三氧化硫 作用下， 生成 methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate
  参考文献：
  名称：

  Concerning 2-Carbomethoxytropinone^*

  摘要：

  DOI：

  10.1021/jo01362a022

文献信息

• [EN] DIAZABICYCLONONENE AND TETRAHYDROPYRIDINE DERIVATIVES AS RENIN INHIBITORS<br/>[FR] DERIVES DE DIAZABICYCLONONENE ET DE TETRAHYDROPYRIDINE UTILISES COMME INHIBITEURS DE LA RENINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2005040173A1

  公开（公告）日：2005-05-06

  The invention relates to novel bicyclic derivatives and related compounds and their use as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as inhibitors of renin.

  本发明涉及新型的双环衍生物及相关化合物，以及它们作为活性成分在制备药物组合物中的应用。本发明还涉及相关方面，包括制备这些化合物的方法、含有一种或多种这些化合物的药物组合物，尤其是它们作为肾素抑制剂的应用。
• Fmoc-protected tropane-based amino acids for peptide structure-function studies
  作者：Philip E. Thompson、Milton T.W. Hearn

  DOI：10.1016/s0040-4039(97)00500-5

  日期：1997.4

  Cyclic amino acids derived from the tropane alkaloid nucleus have been prepared and incorporated into synthetic peptides. These conformationally constrained β-amino acids hold considerable potential for use in the development of novel, synthetic analogues of biologically active peptides.

  已经制备了来自烷烃生物碱核的环状氨基酸，并将其掺入合成肽中。这些构象受限的β-氨基酸在开发生物活性肽的新型合成类似物方面具有相当大的潜力。
• [EN] METHOD FOR THE PREPARATION OF N-MONOFLUOROALKYL TROPANES AND THEIR USE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE N-MONOFLUOROALKYL-TROPANES ET LEUR UTILISATION
  申请人：ROTOP RADIOPHARMACY GMBH

  公开号：WO2021148598A1

  公开（公告）日：2021-07-29

  The present invention relates to a method for the preparation of an N-monofluoroalkyl tropane, a method for the preparation of a trialkyltin tropane, a method for the preparation of an iodinated and/or radioiodinated tropane and the use of the N-monofluoroalkyl tropane as a precursor in the method for the preparation of the trialkyltin tropane and/or the iodinated and/or radioiodinated tropane.

  本发明涉及一种制备N-单氟烷基曲巴克碱的方法，一种制备三烷基锡曲巴克碱的方法，一种制备碘化和/或放射碘化曲巴克碱的方法，以及将N-单氟烷基曲巴克碱用作三烷基锡曲巴克碱和/或碘化和/或放射碘化曲巴克碱制备方法中的前体的用途。
• Synthesis of Tropane Alkaloids via Enantioselective Deprotonation of Tropinone
  作者：Marek Majewski、Ryszard Lazny

  DOI：10.1021/jo00123a018

  日期：1995.9

  Enantioselective deprotonation of tropinone 2 with chiral lithium amides 5a and 6a, in the presence of LiCl, gave tropinone lithium enolate in up to 95% ee. The C-2 symmetrical lithium amide 6a worked best when it was generated in situ from the hydrochloride salt of the corresponding amine 6b. The deprotonation was used as the key step in synthesis of tropane alkaloids: ent-anhydroecgonine, ent-knightinol, KD-B, chalcostrobamine, ent-isobellendine, and ent-darlingine. The absolute configuration of natural benzyltropane and pyranotropane alkaloids was established (by correlation with anhydroecgonine) to be 'cocaine-like' i.e., the side chain originates at C-2 of the tropane ring system in all cases.
• Majewski, Marek; Zheng, Guo-Zhu, Canadian Journal of Chemistry, 1992, vol. 70, # 10, p. 2618 - 2626
  作者：Majewski, Marek、Zheng, Guo-Zhu

  DOI：——

  日期：——