(4S,E)-4-methyl-2-hexanoic acid ethyl ester | 136778-33-1

• 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: (4S,E)-4-methyl-2-hexanoic acid ethyl ester
• 英文别名: ethyl (2E,4S)-4-methyl-2-hexenoate；ethyl (E,4S)-4-methylhex-2-enoate
• CAS: 136778-33-1
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: KSUBDACSDSKWPF-CZEYKFRCSA-N

物化性质

• 沸点：
  188.8±9.0 °C(Predicted)
• 密度：
  0.894±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4S,E)-4-methyl-2-hexanoic acid ethyl ester 在 silica gel 、 二异丁基氢化铝 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.5h， 生成 (2E,4S)-4-methyl-2-hexenal
  参考文献：
  名称：

  Synthesis of dendryphiellin C, a trinor-sesquiterpene from a marine source

  摘要：

  Enantioselective synthesis of dendryphiellin C, isolated from cultures of Dendryphiella sarina, has been achieved in a convergent way such as coupling of a C9-branched carboxylic acid 10 with a trinor-eremophilane alcohol 11. The latter was synthesized starting from a chiral building block, (1S,5S,6R)-5-hydroxybicyclo[4.1.0]heptan-2-one 16, which was originally prepared in this group using biochemical transformation as a key step. The synthesis was completed through 12 steps from 16 in overall 2.4% yield. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00407-x
• 作为产物：
  描述：

  S-(-)-2-甲基-1-丁醇 在 草酰氯 、 sodium hydride 、 二甲基亚砜 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 生成 (4S,E)-4-methyl-2-hexanoic acid ethyl ester
  参考文献：
  名称：

  亮氨酸他汀类药物的（2S，4S，6S）-2-氨基-6-羟基-4-甲基-8氧代鸟酸和（4S，E）-4-甲基己基-2-烯酸的合成

  摘要：

  描述了肽抗生素亮抑素的两种非天然酸和氨基酸组成的合成。

  DOI：

  10.1016/0040-4039(91)80606-7

文献信息

• New and efficient procedures for the synthesis of stereodefined 2-(hetero)aryl and 2-methyl substituted alkyl 2-alkenoates having very high stereoisomeric purity
  作者：Renzo Rossi、Adriano Carpita、Paolo Cossi

  DOI：10.1016/s0040-4039(00)60119-3

  日期：1992.7

  Stereodefined 2-(hetero)aryl and 2-methyl substituted alkyl 2-alkenoates of general formula 1 and 2 have been synthesized with a high degree of stereoselectivity as well as in good overall yields starting from alkyl 2-alkynoates, 4.
• Castejon, Patricia; Moyano, Albert; Pericas, Miquel A., Chemistry - A European Journal, 1996, vol. 2, # 8, p. 1001 - 1006
  作者：Castejon, Patricia、Moyano, Albert、Pericas, Miquel A.、Riera, Antoni

  DOI：——

  日期：——
• MACROCYCLIC THERAPEUTIC AGENTS, METHODS OF MANUFACTURE, AND METHODS OF TREATMENT
  申请人：University of Florida Research Foundation, Incorporated

  公开号：US20170057996A1

  公开（公告）日：2017-03-02

  The instant invention describes macrocyclic compounds having therapeutic activity, and the mechanism and methods of treating disorders such as autoimmune diseases, inflammation, and cancer, tumors and cell proliferation related disorders.