(R)-(-)-4-(4'-methoxyphenyl)-3-methyl-5-pentyl-2(5H)-furanone | 1236585-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-(-)-4-(4'-methoxyphenyl)-3-methyl-5-pentyl-2(5H)-furanone
• 英文别名: (2R)-3-(4-methoxyphenyl)-4-methyl-2-pentyl-2H-furan-5-one
• CAS: 1236585-92-4
• 化学式: C₁₇H₂₂O₃
• 分子量: 274.36
• InChiKey: KZSWHPNVPJBZAP-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-4-chloro-3-methyl-5-pentyl-2(5H)-furanone 、 4-甲氧基苯硼酸 在 dicyclohexyl(2,4,6-trimethoxyphenyl)phosphonium tetrafluoroborate 、 palladium diacetate 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以93%的产率得到(R)-(-)-4-(4'-methoxyphenyl)-3-methyl-5-pentyl-2(5H)-furanone
  参考文献：
  名称：

  二环己基（S）-trimethoxyphenylPhosphine⋅HBF4盐在C的高选择性铃木耦合应用？反应性更高的烯丙基C上的β-氯丁硼烷内酯中的Cl键。O键

  摘要：

  选择性耦合：容易获得的单膦HBF 4的盐，1个⋅HBF 4，施加到的惰性C中的高选择性耦合 Cl键以光学活性β-chlorobutenolides优先于更具反应性的内酯，烯丙基Ç  O键在Pd（OAc）2作为催化剂的存在。

  DOI：

  10.1002/chem.201000169

文献信息

• STRUCTURE AND METHOD FOR SYNTHESIZING AND USING DIALKYL(2,4,6- OR 2,6-ALKOXYPHENYL)PHOSPHINE AND ITS TETRAFLUOROBORATE
  申请人：Ma Shengming

  公开号：US20120197030A1

  公开（公告）日：2012-08-02

  The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate. Moreover, with this type of ligands, the Suzuki coupling products of optically active chlorolactones and arylboronic acids would maintain their configuration and optical purity.

  当前的发明涉及二烷基(2,4,6-或2,6-烷氧基苯基)膦或其四氟硼酸盐的结构、合成，以及其在钯催化的碳-氯键活化苏齐反应和碳-氮键形成反应中的应用。二烷基(2,4,6-或2,6-烷氧基苯基)膦或其四氟硼酸盐可以与钯催化剂配位，高度选择性地活化惰性碳-氯键，并催化与芳基硼酸或有机胺进行苏齐偶联反应或碳-氮键形成反应。当前的发明仅使用一步合成二烷基(2,4,6-或2,6-烷氧基苯基)膦，其四氟硼酸盐在空气中稳定。与已知用于活化碳-氯键的配体的合成路线相比，当前发明的方法简短、易操作。此外，使用这种类型的配体，光学活性氯代内酯和芳基硼酸的苏齐偶联产物将保持其构型和光学纯度。
• 2,4,6- OR 2,6-ALKOXYPHENYL DIALKYLPHOSPHINE, TETRAFLUOROBORATE, PREPARATION METHOD AND USE THEREOF
  申请人：Zhejiang University

  公开号：EP2492274A1

  公开（公告）日：2012-08-29

  The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate. Moreover, with this type of ligands, the Suzuki coupling products of optically active chlorolactones and arylboronic acids would maintain their configuration and optical purity.

  本发明涉及二烷基（2,4,6-或 2,6-烷氧基苯基）膦或其四氟硼酸盐的结构、合成及其在钯催化的碳-氯键活化中的应用，用于铃木偶联反应和碳-氮键形成反应。二烷基（2,4,6- 或 2,6- 烷氧基苯基）膦或其四氟硼酸盐可与钯催化剂配位，高选择性地活化惰性碳-氯键，催化与芳基硼酸的铃木偶联反应或与有机胺的碳-氮键形成反应。本发明只需一步即可合成二烷基（2,4,6-或 2,6-烷氧基苯基）膦，其四氟硼酸盐在空气中稳定。与已知的用于活化碳-氯键的配体合成路线相比，本发明的方法时间短，易于操作。此外，使用这类配体，光学活性氯内酯和芳基硼酸的铃木偶联产物将保持其构型和光学纯度。
• 2,4,6- OR 2,6-ALKOXYPHENYL DIALKYLPHOSPHINE, TETRAFLUOROBORATE AND USE THEREOF
  申请人：Zhejiang University

  公开号：EP2492274B1

  公开（公告）日：2016-09-21
• US9006491B2
  申请人：——

  公开号：US9006491B2

  公开（公告）日：2015-04-14