4-[1-methyl-2-(trityloxy)ethyl]quinoline | 220651-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 4-[1-methyl-2-(trityloxy)ethyl]quinoline
• 英文别名: 4-(1-Trityloxypropan-2-yl)quinoline
• CAS: 220651-52-5
• 化学式: C₃₁H₂₇NO
• 分子量: 429.561
• InChiKey: ZIHKXRDNQPFTEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[1-methyl-2-(trityloxy)ethyl]quinoline 在 正丁基锂 、 草酰氯 、 碳酸氢钠 、 对甲苯磺酸 、 二甲基亚砜 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  A new diastereoselective approach to simplified Dynemicin analogues

  摘要：

  报告了新简化的Dynemicin类化合物的立体选择性合成：该序列的关键步骤是对具有立体中心的取代基的喹啉核进行区域和二氟选择性功能化，以及通过Pd催化的Stille类似反应形成10元环炔烃体系。

  DOI：

  10.1039/b002031l
• 作为产物：
  描述：

  4-乙基喹啉 在 吡啶 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 57.5h， 生成 4-[1-methyl-2-(trityloxy)ethyl]quinoline
  参考文献：
  名称：

  O-Protecting groups as long-range stereocontrolling elements in the addition of acetylides to 4-substituted quinolines

  摘要：

  Addition of magnesium acetylides in the presence of chloroformate esters to racemic differently O-protected 2-(4-quinolyl)propanols and to enantiopure 2-(4-quinolyl)-1,3-dialkoxypropanes, prepared by a chemoenzymatic route, gives almost exclusive regioselective attack at C-2, with stereoselectivities from moderate to good, depending mainly on the bulkiness of the O-protecting group present. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00711-5

文献信息

• Remote control by protecting groups in the diastereoselective addition of acetylides to 2-(4-quinolyl)propanol
  作者：Giuseppe Guanti、Sara Perrozzi、Renata Riva

  DOI：10.1016/s0957-4166(98)00418-2

  日期：1998.11

  Differently O-protected 2-(4-quinolyl)propanols undergo, in the presence of chloroformate esters, a regio- and stereoselective addition of acetylides on the carbon alpha to nitrogen with moderate to good diastereoselectivity. The bulkiness of the OH protecting group, which has a 1,7 relationship with the newly created stereocentre, appears to be mainly responsible for this remote stereocontrol. (C) 1998 Elsevier Science Ltd. All rights reserved.
• O-Protecting groups as long-range stereocontrolling elements in the addition of acetylides to 4-substituted quinolines
  作者：Giuseppe Guanti、Sara Perrozzi、Renata Riva

  DOI：10.1016/s0957-4166(02)00711-5

  日期：2002.12

  Addition of magnesium acetylides in the presence of chloroformate esters to racemic differently O-protected 2-(4-quinolyl)propanols and to enantiopure 2-(4-quinolyl)-1,3-dialkoxypropanes, prepared by a chemoenzymatic route, gives almost exclusive regioselective attack at C-2, with stereoselectivities from moderate to good, depending mainly on the bulkiness of the O-protecting group present. (C) 2002 Elsevier Science Ltd. All rights reserved.
• A new diastereoselective approach to simplified Dynemicin analogues
  作者：Giuseppe Guanti、Renata Riva

  DOI：10.1039/b002031l

  日期：——

  The stereoselective synthesis of new simplified Dynemicin analogues is reported: key steps of the sequence are the regio- and diastereo-selective functionalization of a quinoline nucleus, bearing a substituent with a stereogenic centre, and the formation of the 10-membered cyclic enediyne system by Pd-catalyzed Stille-like reaction.

  报告了新简化的Dynemicin类化合物的立体选择性合成：该序列的关键步骤是对具有立体中心的取代基的喹啉核进行区域和二氟选择性功能化，以及通过Pd催化的Stille类似反应形成10元环炔烃体系。