3-(5-Methylfuran-2-yl)cyclopent-2-en-1-one | 900504-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(5-Methylfuran-2-yl)cyclopent-2-en-1-one
• CAS: 900504-06-5
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: KBOHLHMTODBZLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(5-Methylfuran-2-yl)cyclopent-2-en-1-one 以50%的产率得到
  参考文献：
  名称：

  Hydride reduction of alpha, beta-unsaturated carbonyl compounds using chiral organic catalysts

  摘要：

  非金属手性有机催化剂被用于催化α，β-不饱和羰基化合物的1,4-氢化物还原。α，β-不饱和羰基化合物可以是醛或环酮，氢化物供体可以是二氢吡啶。该反应是对映选择性的，并且可以使用多种氢化物供体、催化剂和底物进行。该发明还提供了用于进行α，β-不饱和羰基化合物的1,4-氢化物加成的有效组合物。

  公开号：

  US20060161024A1

文献信息

• CATALYST FOR ASYMMETRIC HYDROGENATION AND METHOD FOR MANUFACTURING OPTICALLY ACTIVE CARBONYL COMPOUND USING THE SAME
  申请人：YAMADA Shinya

  公开号：US20120136176A1

  公开（公告）日：2012-05-31

  The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active peptide compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.

  本发明提供了一种用于通过选择性不对称加氢α，β-不饱和羰基化合物制备光学活性羰基化合物的催化剂，该催化剂在反应混合物中不溶解，并提供了制备相应光学活性羰基化合物的方法。特别地，该发明提供了一种催化剂，通过选择性不对称加氢柠檬醛、香叶醛或柠檬醛制备出用作香料或芳香剂的光学活性香茅醛。该发明涉及一种用于不对称加氢α，β-不饱和羰基化合物的催化剂，包括：来自周期表第8至第10族金属中至少一种金属的粉末，或者至少一种金属负载物质，其中至少一种金属负载在一种载体上；一种光学活性肽化合物；和一种酸，还涉及使用该催化剂制备光学活性羰基化合物的方法。
• CATALYST FOR ASYMMETRIC HYDROGENATION
  申请人：MAEDA Hironori

  公开号：US20100324338A1

  公开（公告）日：2010-12-23

  This invention aims at providing a catalyst for producing an optically active aldehyde or an optically active ketone, which is an optically active carbonyl compound, by carrying out selective asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, particularly a catalyst which is insoluble in a reaction mixture for obtaining optically active citronellal which is useful as a flavor or fragrance, by carrying out selective asymmetric hydrogenation of citral, geranial or neral; and a method for producing a corresponding optically active carbonyl compound. The invention relates to a catalyst for asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, which comprises a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table is supported on a support, an optically active cyclic nitrogen-containing compound and an acid.

  这项发明旨在通过对α，β-不饱和羰基化合物进行选择性不对称加氢，特别是通过对柠檬醛、香叶醛或柠檬醛进行选择性不对称加氢，从而提供用作香料或香精的有用的光学活性香茅醛的催化剂，该香茅醛是一种光学活性羰基化合物；以及生产相应的光学活性羰基化合物的方法。该发明涉及一种用于不对称加氢α，β-不饱和羰基化合物的催化剂，其包括来自周期表第8至第10族金属中至少一种金属的粉末，或者至少一种来自周期表第8至第10族金属的金属负载物质，该金属负载在一种支撑物上，还包括光学活性的含氮环化合物和酸。
• Catalyst for asymmetric hydrogenation comprising peptides and method for manufacturing optically active carbonyl compound using the same
  申请人：Takasago International Corporation

  公开号：EP2457655A2

  公开（公告）日：2012-05-30

  The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an α, β-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an α, β-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active peptide compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.

  本发明提供了一种通过选择性不对称氢化不溶于反应混合物中的α，β-不饱和羰基化合物来制造光学活性羰基化合物的催化剂，以及制造相应光学活性羰基化合物的方法。特别是，本发明提供了一种催化剂，通过对柠檬醛、香叶醇或橙花醛的选择性不对称氢化，获得光学活性香茅醛，用作香精或香料。本发明涉及一种用于α，β-不饱和羰基化合物不对称氢化的催化剂，它包括：至少一种选自属于元素周期表第8组至第10组的金属的粉末，或其中至少一种金属被支撑在支撑物上的金属支撑物质；一种光学活性肽化合物；以及一种酸，还涉及一种使用该催化剂制造光学活性羰基化合物的方法。
• USE OF ASYMMETRIC HYDROGENATION CATALYST
  申请人：Takasago International Corporation

  公开号：EP2438989B1

  公开（公告）日：2016-04-13
• A METHOD FOR PREPARING OPTICALLY ACTIVE CARBONYL COMPOUND
  申请人：ZHEJIANG NHU COMPANY LTD.

  公开号：US20180105477A1

  公开（公告）日：2018-04-19

  The present invention discloses a method for preparing optically active carbonyl compound, comprising the following steps: under the catalysis of chiral amine salt and transition metal catalysts, with hydrogen and catalytic amount of dihydropyridine compound as hydrogen source, use α, β-unsaturated aldehydes or α, β-unsaturated troponoid compounds to conduct asymmetric catalytic reaction to obtain the optically active carbonyl compound. This method comes in moderate reaction condition, simple operation, and catalytic amount of dihydropyridine compounds usage, the target product is easy to be separated and purified from the reaction system, and the metal catalyst can be recycled, it is economical.