tert-butyl 2-formyl-4-(trifluoromethoxy)phenylcarbamate | 505084-60-6

• 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 2-formyl-4-(trifluoromethoxy)phenylcarbamate
• 英文别名: tert-butyl N-[2-formyl-4-(trifluoromethoxy)phenyl]carbamate
• CAS: 505084-60-6
• 化学式: C₁₃H₁₄F₃NO₄
• 分子量: 305.254
• InChiKey: WMUUAEMQZAOMHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-formyl-4-(trifluoromethoxy)phenylcarbamate 在 氢溴酸 、 copper(I) bromide 、 sodium nitrite 作用下， 反应 1.0h， 以88%的产率得到2-溴-5-(三氟甲氧基)苯甲醛
  参考文献：
  名称：

  New strategies in the synthesis of regioselectively trifluoromethyl- and trifluoromethoxy-substituted arenes as building blocks for biologically active molecules

  摘要：

  Regioisomerically pure trifluoromethyl- and trifluoromethoxy-substituted aromatic and heteroaromatic aldehydes and carboxylic acids are valuable building blocks for the synthesis of biologically active molecules. They have been prepared by employing modem organometallic methods. On this basis, a novel access to 2,3-dihydro-5-(trifluoromethoxy)indole was developed which represents an intriguing example of how organometallic and radical chemistry can fecundate each other. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00161-6
• 作为产物：
  描述：

  对三氟甲氧基苯胺 在 叔丁基锂 作用下， 以 四氢呋喃 、 甲苯 、 正戊烷 为溶剂， 反应 2.0h， 生成 tert-butyl 2-formyl-4-(trifluoromethoxy)phenylcarbamate
  参考文献：
  名称：

  Trifluoromethoxy Substituted Anilines: Metalation as the Key Step for Structural Elaboration

  摘要：

  Trifluoromethoxy-substituted anilines undergo hydrogen/lithium permutation (''metalation'') with optional site selectivity depending on the N-protective group employed. N-tert-Butoxycarbonyl-2- and -4-(trifluoromethoxy)aniline react with tert-butyllithium. at the nitrogen-adjacent 6- and 2-position affording, after electrophilic trapping, products 1-6. In contrast, deprotonation of the para isomer occurs at the oxygen-neighboring 3-position, giving rise to the acid 12, when the amino group is carrying two trimethylsilyl groups. sec-Butyllithium attacks 3-trifluoromethoxy-N-mono-(trimethylsilyl)aniline at the 2-position, but 3-trifluoromethoxy-N,N-bis(trimethylsilyl)aniline at the 4-position to provide respectively the acids 10 and 11 after carboxylation. The synthesis of two new benzodiazepines illustrates (19 and 22) the preparative potential of the aniline functionalization mediated by organometallic reagents.

  DOI：

  10.1021/jo0267798

文献信息

• Cyclic derivatives as modulators of chemokine receptor activity
  申请人：——

  公开号：US20040235836A1

  公开（公告）日：2004-11-25

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

  本申请描述了MCP-1的调节剂，其化学式为(I)：1或其药学上可接受的盐形式，用于预防类风湿性关节炎、多发性硬化症、动脉粥样硬化和哮喘。
• CYCLIC DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Cherney J. Robert

  公开号：US20080108678A1

  公开（公告）日：2008-05-08

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

  本申请描述了 MCP-1 的调节剂，其化学式为（I）或其药学上可接受的盐形式，可用于预防类风湿性关节炎、多发性硬化症、动脉粥样硬化和哮喘。
• EP1620391A4
  申请人：——

  公开号：EP1620391A4

  公开（公告）日：2007-10-31
• US7291615B2
  申请人：——

  公开号：US7291615B2

  公开（公告）日：2007-11-06
• US7696205B2
  申请人：——

  公开号：US7696205B2

  公开（公告）日：2010-04-13