tert-butyl 4-oxo-4-p-tolylbut-2-yn-1-ylcarbamate | 1159581-58-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl 4-oxo-4-p-tolylbut-2-yn-1-ylcarbamate
• 英文别名: tert-butyl N-[4-(4-methylphenyl)-4-oxobut-2-ynyl]carbamate
• CAS: 1159581-58-4
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: JSVYLKGXMXJHLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-oxo-4-p-tolylbut-2-yn-1-ylcarbamate 在 对甲苯磺酸 、 sodium iodide 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 1.0h， 以1.40 g的产率得到tert-butyl 4-iodo-2-p-tolyl-1H-pyrrole-1-carboxylate
  参考文献：
  名称：

  Three-Component Synthesis of N-Boc-4-iodopyrroles and Sequential One-Pot Alkynylation

  摘要：

  (Hetero)aryl-, alkenyl-, and selected alkyl-substituted acid chlorides can be efficiently coupled with N-Boc-protected propargylamine to produce ynones which are converted in a one-pot fashion to 2-substituted N-Boc-4-iodopyrroles. Upon addition of a further alkyne, another Sonogashira coupling can be carried out in a one-pot fashion. This sequentially Pd/Cu-catalyzed process represents a very mild and efficient entry to 2,4-disubstituted N-Boc-pyrroles.

  DOI：

  10.1021/ol900581a
• 作为产物：
  描述：

  N-Boc-氨基丙炔 、 对甲基苯甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以54%的产率得到tert-butyl 4-oxo-4-p-tolylbut-2-yn-1-ylcarbamate
  参考文献：
  名称：

  Three-Component Synthesis of N-Boc-4-iodopyrroles and Sequential One-Pot Alkynylation

  摘要：

  (Hetero)aryl-, alkenyl-, and selected alkyl-substituted acid chlorides can be efficiently coupled with N-Boc-protected propargylamine to produce ynones which are converted in a one-pot fashion to 2-substituted N-Boc-4-iodopyrroles. Upon addition of a further alkyne, another Sonogashira coupling can be carried out in a one-pot fashion. This sequentially Pd/Cu-catalyzed process represents a very mild and efficient entry to 2,4-disubstituted N-Boc-pyrroles.

  DOI：

  10.1021/ol900581a

文献信息

• SUBSTITUTED HETEROCYCLIC SULFONAMIDE COMPOUNDS USEFUL AS TRPA1 MODULATORS
  申请人：Genentech, Inc.

  公开号：US20180118680A1

  公开（公告）日：2018-05-03

  The invention is concerned with the compounds of formula I or II: and salts thereof. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formula I or II as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain.