ethyl 3-methoxy-4-iodocrotonate | 76799-49-0

• 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 3-methoxy-4-iodocrotonate
• 英文别名: ethyl 4-iodo-3-methoxycrotonate；2-Butenoic acid, 4-iodo-3-methoxy-, ethyl ester；ethyl 4-iodo-3-methoxybut-2-enoate
• CAS: 76799-49-0
• 化学式: C₇H₁₁IO₃
• 分子量: 270.067
• InChiKey: GHMKNWIXBKZEJP-UHFFFAOYSA-N

物化性质

• 沸点：
  257.2±40.0 °C(Predicted)
• 密度：
  1.625±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-methoxy-4-iodocrotonate 在 2,4,6-三甲基吡啶 、 sodium tetrahydroborate 、 高氯酸 、 cerium(III) chloride 、 potassium tert-butylate 、 sodium ethanolate 、 lithium iodide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 为溶剂， 生成
  参考文献：
  名称：

  SYNTHETIC STUDIES ON THE CAPNELLANE ALCOHOLS: AN EFFICIENT METHOD FOR THE CONSTRUCTION OF THE C-RING BISALLYLIC ALCOHOL UNIT

  摘要：

  报道了一种构建双烯丙基醇单元的有效方法，该单元与卡佩兰醇类有独特的关联。

  DOI：

  10.1246/cl.1983.1737
• 作为产物：
  描述：

  4-氯乙酰乙酸乙酯 在 Amberlyst 15 resin 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 21.0h， 生成 ethyl 3-methoxy-4-iodocrotonate
  参考文献：
  名称：

  Dihydrochalcone sweeteners. A study of the atypical temporal phenomena

  摘要：

  Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed so as to allow comparison of taste appearance time (AT) and extinction time (ET) of experimental compounds. Four of the new compounds, 40 and 43-45, exhibit high sweetness potencies, ranging from 280 and 440 times sucrose, and may be useful in selected food systems. The temporal taste characteristics remain unimproved over NHDHC, however.

  DOI：

  10.1021/jm00136a011

文献信息

• Synthetic studies on capnellol family : an improved synthesis of Δ9(12)-capnellene-3β,8β,10α-triol and the first total synthesis of Δ9(12)-capnellene-β,8β,10α,14-tetrol
  作者：Toshiaki Mase、Masakatsu Shibasaki

  DOI：10.1016/s0040-4039(00)85180-1

  日期：1986.1

  A much improved synthesis of Δ9(12)-capnellene-3gb,8β,10α.-triol and the first total synthesis of Δ9(12)-capnellene-3β,8β,10α,14-tetrol have been accomplished via the common synthetic intermediate 17.

  通过常规方法已经完成了Δ9 （12） -capnellene-3gb，8β，10α.-三醇的大大改进的合成和Δ9 （12） -capnellene-3β，8β，10α，14-四醇的第一个总合成。合成中间体17。
• Asymmetric Heck reaction: a catalytic asymmetric synthesis of the key intermediate for .DELTA.9(12)-capnellene-3.beta.,8.beta.,10.alpha.-triol and .DELTA.9(12)-capnellene-3.beta.,8.beta.,10.alpha.,14-tetrol
  作者：Katsuji Kagechika、Masakatsu Shibasaki

  DOI：10.1021/jo00013a004

  日期：1991.6

  A catalytic asymmetric synthesis of the key intermediates 21 and 22 for the capnellenols has been achieved (80% ee) by an asymmetric Heck reaction followed by an anion capture process. Furthermore, an improved synthetic route to (+/-)-capnellenols has been also developed.
• US4348333A
  申请人：——

  公开号：US4348333A

  公开（公告）日：1982-09-07
• Dihydrochalcone sweeteners. A study of the atypical temporal phenomena
  作者：Grant E. DuBois、Guy A. Crosby、Rebecca A. Stephenson

  DOI：10.1021/jm00136a011

  日期：1981.4

  Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed so as to allow comparison of taste appearance time (AT) and extinction time (ET) of experimental compounds. Four of the new compounds, 40 and 43-45, exhibit high sweetness potencies, ranging from 280 and 440 times sucrose, and may be useful in selected food systems. The temporal taste characteristics remain unimproved over NHDHC, however.
• SYNTHETIC STUDIES ON THE CAPNELLANE ALCOHOLS: AN EFFICIENT METHOD FOR THE CONSTRUCTION OF THE C-RING BISALLYLIC ALCOHOL UNIT
  作者：Masakatsu Shibasaki、Toshiaki Mase、Shiro Ikegami

  DOI：10.1246/cl.1983.1737

  日期：1983.11.5

  An efficient method for the construction of the bisallylic alcohol unit, which is uniquely associated with the capnellane alcohols, is reported.

  报道了一种构建双烯丙基醇单元的有效方法，该单元与卡佩兰醇类有独特的关联。