(R)-Methyl 5-formyl-3-methylpentanoate | 76712-40-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-Methyl 5-formyl-3-methylpentanoate
• 英文别名: (S)-methyl 3-methyl-6-oxohexanoate；Methyl 3-methyl-6-oxohexanoate
• CAS: 76712-40-8
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: RIVRMECUVIHGMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-Methyl 5-formyl-3-methylpentanoate 在 甲基溴化镁 作用下， 以 四氢呋喃 、 THF-toluene 为溶剂， 生成 Methyl 6-(R,S)-hydroxy-3(R)-methylheptanoate
  参考文献：
  名称：

  N-benzyl indol-3-yl butanoic acid derivatives as cyclooxygenase

  摘要：

  这项发明涵盖了化合物I的新颖结构，可用于治疗环氧合酶-2介导的疾病。该发明还涵盖了用于治疗环氧合酶-2介导疾病的某些药物组合物，其中包括化合物I。

  公开号：

  US05639780A1
• 作为产物：
  描述：

  3,7-二甲基-6-辛烯酸甲酯 在 ruthenium trichloride 、 sodium periodate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.7h， 以80%的产率得到(R)-Methyl 5-formyl-3-methylpentanoate
  参考文献：
  名称：

  Ruthenium-Catalyzed Oxidative Cleavage of Olefins to Aldehydes

  摘要：

  Three oxidation protocols have been developed to cleave olefins to carbonyl compounds with ruthenium trichloride as catalyst (3.5 mol %). These methods convert olefins that are not fully substituted to aldehydes rather than carboxylic acids. While aryl olefins were cleaved to aromatic aldehydes in excellent yields by using the system of RuCl3-Oxone-NaHCO3 in CH3CN-H2O (1.5: 1), aliphatic olefins were converted into alkyl aldehydes with RuCl3-NaIO4 in 1,2-dichloroethane-H2O (1:1) in good to excellent yields. It is noteworthy that terminal aliphatic olefins were cleaved to the corresponding aldehydes in excellent yields by using RuCl3-NaIO4 in CH3CN-H2O (6:1).

  DOI：

  10.1021/jo010122p

文献信息

• Benzodioxane prostacyclin analogues, their preparation and use
  申请人：SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD.

  公开号：EP0297923A1

  公开（公告）日：1989-01-04

  Benzodioxane Prostacyclin Analogues represented by the formula: wherein R₁ is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, or phenoxyalkyl; R₂ is hydrogen, lower alkyl, or aralkyl; R₁ is hydrogen or protecting group; A is ethylene or vinylene; and the wavy line indicates α or β configuration or their mixture; or a salt thereof having an antiulcer activity and platelet aggregation inhibitory activity.

  由式表示的苯并二恶烷前列环素类似物： 其中 R₁ 是烷基、烯基、炔基、环烷基、环烷基烷基或苯氧基烷基；R₂ 是氢、低级烷基或芳烷基；R₁ 是氢或保护基；A 是乙烯或乙烯基；波浪线表示 α 或 β 构型或它们的混合物；或其盐具有抗溃疡活性和血小板聚集抑制活性。
• US4902811A
  申请人：——

  公开号：US4902811A

  公开（公告）日：1990-02-20
• Ruthenium-Catalyzed Oxidative Cleavage of Olefins to Aldehydes
  作者：Dan Yang、Chi Zhang

  DOI：10.1021/jo010122p

  日期：2001.7.1

  Three oxidation protocols have been developed to cleave olefins to carbonyl compounds with ruthenium trichloride as catalyst (3.5 mol %). These methods convert olefins that are not fully substituted to aldehydes rather than carboxylic acids. While aryl olefins were cleaved to aromatic aldehydes in excellent yields by using the system of RuCl3-Oxone-NaHCO3 in CH3CN-H2O (1.5: 1), aliphatic olefins were converted into alkyl aldehydes with RuCl3-NaIO4 in 1,2-dichloroethane-H2O (1:1) in good to excellent yields. It is noteworthy that terminal aliphatic olefins were cleaved to the corresponding aldehydes in excellent yields by using RuCl3-NaIO4 in CH3CN-H2O (6:1).
• N-benzyl indol-3-yl butanoic acid derivatives as cyclooxygenase
  申请人：Merck Frosst Canada, Inc.

  公开号：US05639780A1

  公开（公告）日：1997-06-17

  The invention encompasses the novel compound of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases. ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of cyclooxygenase-2 mediated diseases comprising compounds of Formula I.

  这项发明涵盖了化合物I的新颖结构，可用于治疗环氧合酶-2介导的疾病。该发明还涵盖了用于治疗环氧合酶-2介导疾病的某些药物组合物，其中包括化合物I。