(2R,4E)-5-氯-2-(1-甲基乙基)-4-戊烯酸 | 883229-15-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (2R,4E)-5-氯-2-(1-甲基乙基)-4-戊烯酸
• 英文名称: (R)-(4E)-5-chloro-2-isopropyl-4-pentenoic acid
• 英文别名: (2R)-(4E)-5-Chloro-2-isopropyl-4-pentenoic acid；(E,2R)-5-chloro-2-propan-2-ylpent-4-enoic acid
• CAS: 883229-15-0
• 化学式: C₈H₁₃ClO₂
• 分子量: 176.643
• InChiKey: NOPVMHYFCPFLOH-OHCKJTPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl (4E)-5-chloro-2-isopropyl-4-pentenoate 在 porcine liver esterase 作用下， 反应 26.17h， 以96%的产率得到(2S,4E)-5-氯-2-异丙基戊-4-烯酸甲酯
  参考文献：
  名称：

  PROCESSES FOR PRODUCING (4E)-5-CHLORO-2-ISOPROPYL-4-PENTENOIC ESTER AND OPTICALLY ACTIVE ISOMER THEREOF

  摘要：

  公开号：

  EP1571138B2

文献信息

• METHOD FOR PRODUCING (4E)-5-CHLORO-2-ISOPROPYL-4-PENTENOATE AND OPTICALLY ACTIVE SUBSTANCE THEREOF
  申请人：Asahi Glass Company, Limited

  公开号：EP1801094A1

  公开（公告）日：2007-06-27

  To provide a process for producing a (4E)-5-chloro-2-isopropyl-4-pentenoate in high yield and efficiently. A compound (2) is reacted with a base in the presence of an aprotic solvent and then with (1E)-1,3-dichloro-1-propene in the same reaction vessel to obtain a compound (3), and then either of -COOR moieties in the compound (3) is replaced with a hydrogen atom in the same reaction vessel to obtain a compound (4): wherein R is a lower alkyl group or an aralkyl group.

  提供一种高产率、高效率生产 (4E)-5-chloro-2-isopropyl-4-pentenoate 的工艺。 化合物（2）在无相溶剂存在下与碱反应，然后在同一反应容器中与(1E)-1,3-二氯-1-丙烯反应，得到化合物（3），然后在同一反应容器中用氢原子取代化合物（3）中的-COOR 分子中的任一分子，得到化合物（4）： 其中 R 是低级烷基或芳烷基。
• Process for producing (4E)-5-chloro-2-isopropyl-4-pentenoate and optically active form thereof
  申请人：Mori Nobuaki

  公开号：US20050228193A1

  公开（公告）日：2005-10-13

  The present invention provides processes for producing a (4E)-5-chloro-2-isopropyl-4-pentenoate and an optical isomer of the (4E)-5-chloro-2-isopropyl-4-pentenoate, namely a process for producing a (4E)-5-chloro-2-isopropyl-4-pentenoate represented by the following formula (4), which comprises reacting a compound represented by the following formula (2) in the presence of an aprotic solvent (II) with a base (II) and then with (1E)-1,3-dichloro-1-propene to give a compound represented by the following formula (3), and dealkoxycarbonylating either ester in the compound represented by the following formula (3), and a process for producing a (S)-(4E)-5-chloro-2-isopropyl-4-pentenoate represented by the following formula (5), which comprises optically resolving a (4E)-5-chloro-2-isopropyl-4-pentenoate represented by the formula (4) obtained by the above-mentioned process (wherein R is a lower alkyl group or an aralkyl group).

  本发明提供了生产(4E)-5-氯-2-异丙基-4-戊烯酸酯和(4E)-5-氯-2-异丙基-4-戊烯酸酯光学异构体的工艺、即生产下式(4)所代表的(4E)-5-氯-2-异丙基-4-戊烯酸酯的工艺，该工艺包括在有壬烷溶剂(II)存在下，将下式(2)所代表的化合物与碱(II)反应，然后与(1E)-1、3-二氯-1-丙烯反应，得到下式(3)所代表的化合物，并将下式(3)所代表的化合物中的任一酯脱烷氧基羰基化，以及生产下式(5)所代表的(S)-(4E)-5-氯-2-异丙基-4-戊烯酸酯的工艺、其中包括对通过上述工艺获得的式 (4) 所代表的 (4E)-5-氯-2-异丙基-4-戊烯酸酯进行光学解析（其中 R 为低级烷基或芳烷基）。
• PROCESSES FOR PRODUCING (4E)-5-CHLORO-2-ISOPROPYL-4-PENTENOIC ESTER AND OPTICALLY ACTIVE ISOMER THEREOF
  申请人：Asahi Glass Company, Limited

  公开号：EP1571138B2

  公开（公告）日：2014-12-17
• ENZYMATIC PROCESS FOR THE PREPARATION OF SUBSTITUTED CARBOXYLIC ESTERS
  申请人：Novartis AG

  公开号：EP1412514B1

  公开（公告）日：2010-02-17
• PROCESSES FOR PRODUCING (4E)-5-CHLORO-2-ISOPROPYL-4-PENTENOATE AND OPTICALLY ACTIVE FORM THEREOF
  申请人：Sakaeda Toshitsugu

  公开号：US20070191630A1

  公开（公告）日：2007-08-16

  To provide a process for producing a (4E)-5-chloro-2-isopropyl-4-pentenoate in high yield and efficiently. A compound (2) is reacted with a base in the presence of an aprotic solvent and then with (1E)-1,3-dichloro-1-propene in the same reaction vessel to obtain a compound (3), and then either of —COOR moieties in the compound (3) is replaced with a hydrogen atom in the same reaction vessel to obtain a compound (4): wherein R is a lower alkyl group or an aralkyl group.