2,2,6,6-tetramethylpiperidine-1-carbonyl chloride | 32090-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,2,6,6-tetramethylpiperidine-1-carbonyl chloride
• 英文别名: 1-Chlorocarbonyl-2,2,6,6-tetramethyl-piperidin
• CAS: 32090-48-5
• 化学式: C₁₀H₁₈ClNO
• 分子量: 203.712
• InChiKey: ZVWGZJHRYKECSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2,6,6-tetramethylpiperidine-1-carbonyl chloride 、 氘代甲醇 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 1.5h， 以82%的产率得到[D3]methyl 2,2,6,6-tetramethylpiperidine-1-carboxylate
  参考文献：
  名称：

  Formal and improved synthesis of enantiopure chiral methanol

  摘要：

  [D2]Methanol was converted to the carbamate derived from 2,2,6,6-tetramethylpiperidine. It was metalated with s-BuLi/TMEDA at -78 C with a high primary kinetic isotope effect to give an n.-oxymethyllithium, which was silylated with chlorodimethylphenylsilane. The silylmethyl carbamate formed was lithiated and borylated with the borate derived from tert-butanol and (R,R)-1,2-dicyclohexylethane-7,2-diol to give diastereomeric boronates, which were separated by preparative HPLC and can in principle be converted to enantiopure chiral methanols. Thus, both enantiomers are easily accessible in nine linear steps. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.091
• 作为产物：
  描述：

  2,2,6,6-四甲基哌啶 、 光气 以 甲苯 为溶剂， 生成 2,2,6,6-tetramethylpiperidine-1-carbonyl chloride
  参考文献：
  名称：

  Formal and improved synthesis of enantiopure chiral methanol

  摘要：

  [D2]Methanol was converted to the carbamate derived from 2,2,6,6-tetramethylpiperidine. It was metalated with s-BuLi/TMEDA at -78 C with a high primary kinetic isotope effect to give an n.-oxymethyllithium, which was silylated with chlorodimethylphenylsilane. The silylmethyl carbamate formed was lithiated and borylated with the borate derived from tert-butanol and (R,R)-1,2-dicyclohexylethane-7,2-diol to give diastereomeric boronates, which were separated by preparative HPLC and can in principle be converted to enantiopure chiral methanols. Thus, both enantiomers are easily accessible in nine linear steps. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.091

文献信息

• Novel polyalkylpiperidyl-ureas and their use as stabilizers
  申请人：Ciba-Geigy Corporation

  公开号：US04412021A1

  公开（公告）日：1983-10-25

  Polyalkylpiperidyl-ureas of the formula I ##STR1## in which m is 1-4, X, R.sup.2 and R.sup.3 are monovalent substituents and R.sup.1 is a m-valent radical, can be prepared from the corresponding 4-aminopiperidines by reaction with carbamoyl chlorides. They are outstanding stabilizers for plastics, and especially for polyolefins, to protect them against degradation by the action of light.

  公式I中的聚烷基哌啶基脲化合物 ##STR1## 其中m为1-4，X，R.sup.2和R.sup.3为一价取代基，R.sup.1为m价基团，可以通过与碳酰氯反应制备出对应的4-氨基哌啶。它们是优秀的塑料稳定剂，特别是对聚烯烃，可以保护它们免受光的降解。
• Endothelin antagonistic peptide derivatives
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：EP0460679A2

  公开（公告）日：1991-12-11

  1. A peptide derivative of the formula:

  1.式中的肽衍生物：
• Photosensitive Tetramethylpiperidine Urethanes: Synthesis and Characterization
  作者：Stefano Martina、Scott A. MacDonald、Volker Enkelmann

  DOI：10.1021/jo00091a012

  日期：1994.6

  The problem of synthesizing photosensitive urethanes of the highly sterically hindered 2,2,6,6-tetramethylpiperidine is solved by first preparing the 1-chlorocarbonyl derivative which was shown to react with a series of o-nitrobenzylic alcohols, including 2,8-dinitrobenzyl alcohol. These products are potential photogenerators of this amine. Full characterization is reported, along with a crystal structure.
• US4412021A
  申请人：——

  公开号：US4412021A

  公开（公告）日：1983-10-25
• US5444152A
  申请人：——

  公开号：US5444152A

  公开（公告）日：1995-08-22