ethyl (Z)-4-methyl-2-(trifluoromethyl)pent-2-enoate | 1219604-22-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (Z)-4-methyl-2-(trifluoromethyl)pent-2-enoate
• CAS: 1219604-22-4
• 化学式: C₉H₁₃F₃O₂
• 分子量: 210.196
• InChiKey: AQIMLRWXURJTES-ALCCZGGFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-hydroxy-4-methyl-2-trifluoromethyl-pentanoic acid ethyl ester 在 硫酰氟 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 生成 ethyl (Z)-4-methyl-2-(trifluoromethyl)pent-2-enoate 、 ethyl (E)-4-methyl-2-(trifluoromethyl)pent-2-enoate
  参考文献：
  名称：

  PROCESS FOR PRODUCING ALPHA-TRIFLUOROMETHYL-ALPHA,BETA-UNSATURATED ESTER

  摘要：

  公开号：

  EP2332902B1

文献信息

• Process for Production of Alpha-Trifluoromethyl-Beta-Substituted-Beta-Amino Acid
  申请人：Ishii Akihiro

  公开号：US20110152536A1

  公开（公告）日：2011-06-23

  α-Trifluoromethyl-β-substituted-β-amino acids can be produced by allowing α-trifluoromethyl-β-substituted-α,β-unsaturated esters to react with hydroxylamine to convert α-trifluoromethyl-β-substituted-α,β-unsaturated esters into dehydrogenated closed-ring body of α-trifluoromethyl-β-substituted-β-amino acid, and by hydrogenolyzing the dehydrogenated closed-ring body. According to this production process, novel α-trifluoromethyl-β-substituted-β-amino acids which are free amino acids whose functional groups are not protected can be produced, in which β-position substituent is not limited to aromatic ring group or substituted aromatic ring group while the relative stereochemistry of α-position and β-position can be also controlled.

  α-三氟甲基-β-取代-β-氨基酸可以通过让α-三氟甲基-β-取代-α，β-不饱和酯与羟胺反应来转化成α-三氟甲基-β-取代-β-氨基酸的脱氢闭环体，再通过氢解脱氢闭环体来生产。根据这种生产过程，可以生产出新型的α-三氟甲基-β-取代-β-氨基酸，这些氨基酸是自由氨基酸，其功能团未受保护，其中β位取代基不仅限于芳环基团或取代芳环基团，而且α位和β位的相对立体化学也可以被控制。
• PROCESS FOR PRODUCTION OF -TRIFLUOROMETHYL- -SUBSTITUTED- -AMINO ACID
  申请人：Central Glass Company, Limited

  公开号：EP2327685A1

  公开（公告）日：2011-06-01

  α-trifluoromethyl-β-substituted-β-amino acids can be produced by allowing α-trifluoromethyl-β-substituted-α,β-unsaturated esters to react with hydroxylamine to convert α-trifluoromethyl-β-substituted-α,β-unsaturated esters into dehydrogenated closed-ring body of α-trifluoromethyl-β-substituted-β-amino acid, and by hydrogenolyzing the dehydrogenated closed-ring body. According to this production process, novel α-trifluoromethyl-β-substituted-β-amino acids which are free amino acids whose functional groups are not protected can be produced, in which β-position substituent is not limited to aromatic ring group or substituted aromatic ring group while the relative stereochemistry of α-position and β-position can be also controlled.

  让 α-三氟甲基-β-取代的-α,β-不饱和酯与羟胺反应，转化成 α-三氟甲基-β-取代的-α,β-不饱和酯，就可以生产出 α-三氟甲基-β-取代的-α,β-氨基酸。 α-三氟甲基-β-取代-α,β-不饱和酯与羟胺反应，转化为脱氢闭环体的 α-三氟甲基-β-取代-β-氨基酸的脱氢闭环体，并对脱氢闭环体进行氢解。根据这一生产工艺，可以生产出新型的α-三氟甲基-β-取代-β-氨基酸，这种氨基酸属于游离氨基酸，其官能团不受保护，其中β位取代基不限于芳环基或取代芳环基，同时还可以控制α位和β位的相对立体化学性质。
• Process for Producing alpha-Trifluoromethyl-alpha,beta-Unsaturated Ester
  申请人：Ishii Akihiro

  公开号：US20110160477A1

  公开（公告）日：2011-06-30

  An α-trifluoromethyl-α,β-unsaturated ester can be produced by reacting an α-trifluoromethyl-α-hydroxy ester with sulfuryl fluoride (SO 2 F 2 ) in the presence of an organic base. It is preferable that the raw substrate has a hydrogen atom as one β-position substituent group and either an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an aromatic ring group or a substituted aromatic ring group as the other β-position substituent group. It is more preferable that an ester moiety of the raw substrate is an alkyl ester. This raw substrate is readily available. Further, the desired reaction can proceed favorably with the use of this raw substrate. It is also preferable to use either 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the organic base. The desired reaction can proceed more favorably with the use of this organic base.
• US8524913B2
  申请人：——

  公开号：US8524913B2

  公开（公告）日：2013-09-03
• US8653295B2
  申请人：——

  公开号：US8653295B2

  公开（公告）日：2014-02-18