(E)-7-Methyloct-5-enoic acid | 61229-06-9

• 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: (E)-7-Methyloct-5-enoic acid
• 英文别名: (E)-7-methyl-5-octenoic acid；7-Methyloct-trans-5-enoic Acid；trans-7-Methyl-5-octenoic acid
• CAS: 61229-06-9
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: UZMDRLPRUQGXMQ-GQCTYLIASA-N

物化性质

• 沸点：
  253.2±9.0 °C(Predicted)
• 密度：
  0.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-7-Methyloct-5-enoic acid 在 palladium on activated charcoal 氯化亚砜 、 氢气 作用下， 以 乙醚 、 乙醇 为溶剂， 25.0~100.0 ℃ 、101.33 kPa 条件下， 反应 94.5h， 生成 降二氢辣椒碱
  参考文献：
  名称：

  Capsaicinoids: their separation, synthesis, and mutagenicity

  摘要：

  DOI：

  10.1021/jo00240a024
• 作为产物：
  描述：

  5-溴戊酸甲酯 在 sodium hydride 、 potassium carbonate 、 三苯基膦 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 (E)-7-Methyloct-5-enoic acid
  参考文献：
  名称：

  Total synthesis of (+)-epopromycin B and its analogues—studies on the inhibition of cellulose biosynthesis

  摘要：

  The described inhibition of the cellulose biosynthesis by epopromycin B prompted us to establish a short and efficient synthesis of the natural product, suitable for accessing a broad range of unnatural analogues in a multiparallel fashion. During the course of our synthesis the absolute configuration of (+)-epopromycin B could be determined. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01944-4

文献信息

• ESTER DERIVATIVE AND USE THEREOF
  申请人：AMINO Yusuke

  公开号：US20090170942A1

  公开（公告）日：2009-07-02

  A compound represented by the following formula (I′) wherein X 1 is a methylene group, an ethylene group, a trimethylene group or a vinylene group, X 2 is a divalent group represented by the following formula A or B, Y is an ethylene group or a vinylene group, m and n are each an integer of 0 to 7, which satisfy m+n=0 to 8, R1 and R2 are each independently a hydrogen atom, a methyl group or an ethyl group, provided that when X 1 is a methylene group, then X 2 is not a divalent group represented by the formula A, and when X 1 is a vinylene group, then X 2 is not a divalent group represented by the formula A. The compound is a stable capsinoid derivative, and is useful as an active ingredient of an external blood circulation enhancer or a cosmetic composition, a pharmaceutical composition, or a food composition.

  以下式(I')表示的化合物 其中X1是亚甲基基团，亚乙基基团，亚丙基基团或乙烯基基团，X2是由以下式A或B表示的二价基团， Y是亚乙基基团或乙烯基基团，m和n都是0到7的整数，满足m+n=0到8，R1和R2各自独立为氢原子，甲基基团或乙基基团，条件是当X1是亚甲基基团时，那么X2不是由式A表示的二价基团，并且当X1是乙烯基基团时，那么X2不是由式A表示的二价基团。该化合物是一种稳定的辣椒素衍生物，并且作为外周血液循环增强剂，化妆品组合物，药物组合物或食品组合物的有效成分是有用的。
• A general and stereoselective synthesis of the capsaicinoids via the orthoester Claisen rearrangement
  作者：Harumi Kaga、Kouhei Goto、Tomiki Takahashi、Masao Hino、Takashi Tokuhashi、Kazuhiko Orito

  DOI：10.1016/0040-4020(96)00414-0

  日期：1996.6

  pungent principle of hot pepper, and its 15 analogs have been efficiently synthesized. The key step of this synthetic sheme is the orthoester Claisen rearrangement, which transformed allylic alcohols 2A-C to (E)-alkenoates 3A-C () in a highly stereoselective manner. The subsequent carbon chain elongations on 3 based on the cyanation or the malonic acid ester synthesis afforded (E)-alkenoic acids 8, which

  辣椒素是辣椒的主要辛辣成分，它的15种类似物已得到有效合成。这种合成的sheme的关键步骤是原酸酯Claisen重排，它以高度立体选择性的方式将烯丙醇2A-C转变为（E）-链烯酸酯3A-C（）。随后的基于氰化或丙二酸酯合成的碳链在3上的延伸得到（E）-链烯酸8，将其转化为相应的酰氯，然后与香草醛偶联以得到辣椒素。还对这些辣椒素进行了HPLC和CE（毛细管电泳）分析。
• NOVEL ESTER DERIVATIVE AND USE THEREOF
  申请人：AMINO YUSUKE

  公开号：US20130053441A1

  公开（公告）日：2013-02-28

  A compound represented by the following formula (I′) wherein X 1 is a methylene group, an ethylene group, a trimethylene group or a vinylene group, X 2 is a divalent group represented by the following formula A or B, Y is an ethylene group or a vinylene group, m and n are each an integer of 0 to 7, which satisfy m+n=0 to 8, R1 and R2 are each independently a hydrogen atom, a methyl group or an ethyl group, provided that when X 1 is a methylene group, then X 2 is not a divalent group represented by the formula A, and when X 1 is a vinylene group, then X 2 is not a divalent group represented by the formula A. The compound is a stable capsinoid derivative, and is useful as an active ingredient of an external blood circulation enhancer or a cosmetic composition, a pharmaceutical composition, or a food composition.

  化合物的化学式如下（I′），其中X1是一个亚甲基基团，乙烯基团，三亚甲基基团或乙烯基基团，X2是由以下公式A或B表示的二价基团，Y是乙烯基团或乙烯基基团，m和n分别为0到7的整数，满足m+n=0到8，R1和R2分别是氢原子，甲基基团或乙基基团，但当X1是亚甲基基团时，X2不是由公式A表示的二价基团，当X1是乙烯基基团时，X2不是由公式A表示的二价基团。该化合物是一种稳定的辣椒素类衍生物，可用作外用血液循环增强剂或化妆品组合物、药用组合物或食品组合物的活性成分。
• SUBSTITUTED BENZYL ESTER DERIVATIVE AND USE THEREOF
  申请人：AMINO Yusuke

  公开号：US20090203774A1

  公开（公告）日：2009-08-13

  The present invention relates to a pharmaceutical composition, a food composition or a cosmetic composition, containing one or more kinds of a compound represented by the following formula (I′) wherein R1 is a hydrogen atom, a hydroxyl group, a methoxy group or an ethoxy group, R2 is a hydroxyl group, a methoxy group or an acetoxy group, or R1 and R2 in combination optionally form a methylenedioxy group, R is represented by the following formula wherein Y is an ethylene group or a vinylene group, m and n are each an integer of 0 to 7, which satisfy m+n=2 to 8, and R3 and R4 are each independently a hydrogen atom, a methyl group or an ethyl group, provided that, (1) when R1 is a methoxy group, then R2 is not a hydroxyl group; and (2) when R1 is a hydroxyl group, then R2 is not a hydroxyl group and an acetoxy group. According to the present invention, a stable capsinoid derivative is provided, and a pharmaceutical composition, a food composition, a cosmetic composition and the like containing the derivative as an active ingredient can be provided.

  本发明涉及一种药物组成物、食品组成物或化妆品组成物，含有下式（I'）所表示的一种或多种化合物，其中R1是氢原子、羟基、甲氧基或乙氧基，R2是羟基、甲氧基或乙酰氧基，或者R1和R2在组合时可选地形成一个亚甲二氧基基团，R由下式表示，其中Y是乙烯基或乙烯基，m和n分别是0到7的整数，满足m+n=2到8，R3和R4各自独立地是氢原子、甲基或乙基，前提是：（1）当R1是甲氧基时，则R2不是羟基；（2）当R1是羟基时，则R2不是羟基和乙酰氧基。根据本发明，提供了一种稳定的辣椒素衍生物，并可提供含有该衍生物作为活性成分的药物组成物、食品组成物、化妆品组成物等。
• Trans stereoselectivity in the reaction of (4-carboxybutylidene)triphenylphosphorane with aromatic aldehydes
  作者：Bruce E. Maryanoff、Barbara A. Duhl-Emswiler

  DOI：10.1016/s0040-4039(01)82099-2

  日期：——