1-(5-叔丁基-2-甲基呋喃-3-基)乙酮 | 38453-96-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(5-叔丁基-2-甲基呋喃-3-基)乙酮
• 英文名称: 1-(5-tert-butyl-2-methyl-furan-3-yl)-ethanone
• 英文别名: 3-Acetyl-2-methyl-5-tert.-butylfuran；1-(5-tert-Butyl-2-methylfuran-3-yl)ethan-1-one；1-(5-tert-butyl-2-methylfuran-3-yl)ethanone
• CAS: 38453-96-2
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: HQYZEAKBFIFBHT-UHFFFAOYSA-N

物化性质

• 沸点：
  228.8±35.0 °C(Predicted)
• 密度：
  0.965±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(5-叔丁基-2-甲基呋喃-3-基)乙酮 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 生成 3-(bromoacetyl)-5-tert-butyl-2-methylfuran 、 3-acetyl-2-(bromomethyl)-5-tert-butylfuran
  参考文献：
  名称：

  摘要：

  2-Halomethyl derivatives of 3-functionalized 5-tert-butylfurans are phosphorylated under conditions of the Michaelis-Becker and Arbuzov reactions similarly to other halomethylfurans. No effect of the tert-butyl substituent on the yield of the reaction products was found in this case. Contrary to that, the 2-methoxymethyl derivative of 3-chloromethyl-5-tert-butylfuran proved to be more thermostable than its analog containing no tert-butyl substituent. As a result, the yield of phosphonate in the Michaelis-Becker reaction under similar conditions increases 2.5 times. The observed stabilization of the furan ring is explained by shielding of its oxygen atom by the tert-butyl group.

  DOI：

  10.1023/a:1015324824425

文献信息

• Cyclic derivatives as modulators of chemokine receptor activity
  申请人：Carter H. Peroy

  公开号：US20070032526A1

  公开（公告）日：2007-02-08

  The present application describes modulators of MCP-1 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the treatment of rheumatoid arthritis, multiple sclerosis, atherosclerosis and asthma.

  本申请描述了公式（I）的MCP-1调节剂，或其药学上可接受的盐形式，适用于治疗类风湿性关节炎、多发性硬化症、动脉硬化和哮喘。
• ISOSORBIDE DERIVATIVES AND THEIR USE AS FLAVOR MODIFIERS, TASTANTS, AND TASTE ENHANCERS
  申请人：TACHDJIAN Catherine

  公开号：US20130295261A1

  公开（公告）日：2013-11-07

  The present invention provides isosorbide derivatives having the formula shown below and certain subgenera or species thereof, as flavor or taste modifiers, particularly, savory (“umami”) taste modifiers, savory flavoring agents and savory flavor enhancers in foods, beverages, and other comestible compositions,

  本发明提供以下式子及其特定亚属或种类的异山梨酯衍生物，作为味道或口感调节剂，特别是让食品、饮料和其他食品组合物具有鲜美（鲜味）口感的调节剂、风味剂和风味增强剂。
• ——
  作者：L. M. Pevzner

  DOI：10.1023/a:1020750715942

  日期：——

  3-Ethoxycarbonyl- and 3-acetyl-2-methyl-5-tert-butylfurans undergo chloromethylation under the unusually rigorous conditions (55-60degreesC, 3-3.5 h). The corresponding diethylamide and nitrite were prepared by standard modification of the carboxy group. In phosphorylation of the resulting chloromethylfurans under the conditions of the Michaelis-Becker reaction, in the case of the ester and diethylamide, the phosphonate yields were close to those obtained with compounds containing no tert-butoxy group, and in the case of acetylfuran the yield was even somewhat higher. On the contrary, the chloromethylated nitrite reacts considerably more slowly than all the other compounds under consideration and than the similar compound containing no tert-butyl substituent. Thus,,the effect of the tert-butyl group in the a-position of the furan ring is clearly pronounced in the electrophilic substitutions in the neighboring position of the heteroring. When the reaction center is located in the side chain (substitution of chlorine), the effect of the bulky substituent is manifested only in special cases and can be attributed to the presence of a conformation in which the chloromethyl group is shielded.
• US7482335B2
  申请人：——

  公开号：US7482335B2

  公开（公告）日：2009-01-27
• US8420145B2
  申请人：——

  公开号：US8420145B2

  公开（公告）日：2013-04-16