5-methyl-1-phenyl-2,4-hexanedione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methyl-1-phenyl-2,4-hexanedione
• 英文别名: 2,4-Hexanedione, 5-methyl-1-phenyl-；5-methyl-1-phenylhexane-2,4-dione
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: PLBFWIZRMGNKHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methyl-1-phenyl-2,4-hexanedione 在 吡啶 、 吡啶硼烷 、 四氯化钛 、 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2R*,4R*)-5-methyl-1-phenyl-2,4-hexanediol 、 (2R,4S)-5-methyl-1-phenylhexane-2,4-diol
  参考文献：
  名称：

  TiCl₄-Mediated Reduction of 1,3-Diketones with BH₃−Pyridine Complex:  A Highly Diastereoselective Method for the Synthesis of syn-1,3-Diols

  摘要：

  [GRAPHICS]1,3-Diketones can be reduced in high yields and with excellent diastereoselectivity to the corresponding syn-1,3-diols by carrying out the reaction with BH3-pyridine complex in CH2Cl2 at -78 degrees C in the presence of an equivalent of TiCl4 and 0.1 equiv of pyridine. This protocol shows a general character: excellent results are obtained when the groups bound to the carbonylic functions are linear or branched carbon chains and aromatic or benzylic frameworks as well.

  DOI：

  10.1021/ol991185l

文献信息

• PREPARATION PROCESS USEFUL IN SYNTHESIS OF ATORVASTATIN
  申请人：Cho Dong-Ock

  公开号：US20110112309A1

  公开（公告）日：2011-05-12

  The present invention relates to a preparation process useful in synthesis of atorvastatin, more particularly a process for preparing atorvastatin is effective in treating hyperlipemia, comprising protecting the dihydroxy group at C3 and C5 positions of the starting material cis-t-butyl-6-substituted-3,5-dihydroxy-hexanoate with trialkyl orthoformate, reducing the terminal nitro or cyano group to amine group, performing JV-alkylation by sequentially reacting with ethyl 4-fluorobenzene-2-haloacetate and isobutyryl chloride, cyclizing with JV,3-diphenylpropynamide, and performing deprotection and hydrolysis.

  本发明涉及一种在阿托伐他汀合成中有用的制备过程，更具体地，涉及一种制备阿托伐他汀的处理方法，用于治疗高脂血症，包括通过使用三烷基正甲酸酯保护起始物质顺丁基-6-取代-3,5-二羟基己酸酯的C3和C5位置的二羟基基团，将末端硝基或氰基还原为胺基团，通过依次与乙基4-氟苯基-2-卤代乙酸酯和异丁酰氯反应进行JV-烷基化，与JV，3-二苯基丙炔酰胺环化，并进行去保护和水解。
• METHOD FOR THE PREPARATION OF 4-FLUORO-ALPHA-[2-METHYL-1-OXOPROPYL]-y-OXO-N-BETA-DIPHENYLBENZENEBUTANAMIDE AND PRODUCTS THEREFROM
  申请人：PAI Ganesh Gurpur

  公开号：US20090298907A1

  公开（公告）日：2009-12-03

  A method for the preparation of 4-fluoro-α-[2-methyl-1-oxopropyl]-y-oxo-N-β-diphenylbenzenebutanamide also known as 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-pentanoic acid phenylamide of the formula I containing about 0.1% or less of α-[2-methyl-1-oxopropyl]-γ-oxo-N-p-diphenylbenzene butanamide, about 0.05% or less of difluoro-α-[2-methyl-1-oxopropyl]-y-oxo-N-β-diphenylbenzene butanamide and about 0.1% or less of 3-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethoxy]-4-methyl-pent-2-enoic acid phenylamide.

  一种制备4-氟-α-[2-甲基-1-氧丙基]-γ-氧代-N-β-二苯基苯丁酰胺，也称为2-[2-(4-氟苯基)-2-氧代-1-苯基乙基]-4-甲基-3-氧代戊酸苯酰胺的方法，其化学式为I，含有约0.1%或更少的α-[2-甲基-1-氧丙基]-γ-氧代-N-对二苯基苯丁酰胺，约0.05%或更少的二氟-α-[2-甲基-1-氧丙基]-γ-氧代-N-β-二苯基苯丁酰胺和约0.1%或更少的3-[2-(4-氟苯基)-2-氧代-1-苯基乙氧基]-4-甲基-戊-2-烯酸苯酰胺。
• METHOD FOR THE PREPARATION OF 4-FLUORO-ALPHA-[2-METHYL-1-OXOPROPYL]-GAMMA-OXO-N-BETA-DIPHENYLBENZENEBUTANAMIDE AND PRODUCTS THEREFROM
  申请人：Pai Ganesh Gurpur

  公开号：US20110060164A1

  公开（公告）日：2011-03-10

  A method for the preparation of 4-fluoro-α-[2-methyl-1-oxopropyl]-γ-oxo-N-β-diphenylbenzenebutanamide also known as 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-pentanoic acid phenylamide of the formula I containing about 0.1% or less of α-[2-methyl-1-oxopropyl]-γ-oxo-N-β-diphenylbenzene butanamide, about 0.05% or less of difluoro-α-[2-methyl-1-oxopropyl]-γ-oxo-N-β-diphenylbenzene butanamide and about 0.1% or less of 3-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethoxy]-4-methyl-pent-2-enoic acid phenylamide.

  一种制备4-氟-α-[2-甲基-1-氧代丙基]-γ-酮-N-β-二苯基苯丁酰胺，也称为公式I中含有约0.1％或更少的α-[2-甲基-1-氧代丙基]-γ-酮-N-β-二苯基苯丁酰胺，约0.05％或更少的二氟-α-[2-甲基-1-氧代丙基]-γ-酮-N-β-二苯基苯丁酰胺和约0.1％或更少的3-[2-(4-氟苯基)-2-氧代-1-苯基乙氧基]-4-甲基戊-2-烯酸苯丁酰胺的方法。
• US7872154B2
  申请人：——

  公开号：US7872154B2

  公开（公告）日：2011-01-18
• US8124790B2
  申请人：——

  公开号：US8124790B2

  公开（公告）日：2012-02-28