(+/-)-N-trifluoroacetyl pipecolic acid | 596129-25-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-N-trifluoroacetyl pipecolic acid
• 英文别名: 1-(2,2,2-trifluoroacetyl)piperidine-2-carboxylic Acid
• CAS: 596129-25-8
• 化学式: C₈H₁₀F₃NO₃
• 分子量: 225.168
• InChiKey: SVXWNJBAQWRECG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (+/-)-N-trifluoroacetyl pipecolic acid 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 39.0h， 生成 (S)-N-(tert-butoxycarbonyl)pipecolic acid benzylamide
  参考文献：
  名称：

  Diastereoselective esterification of (±)-N-trifluoroacetyl pipecolic acid using (S)-α-methyl pantolactone: synthesis of (S)-N-Boc pipecolic acid and (S)-N-Boc-2-piperidinemethanol

  摘要：

  Racemic N-trifluoroacetyl pipecolic acid has been converted into (S)-N-Boc-pipecolic acid or (S)-N-Boc-2-piperidinemethanol by DCC/DMAP-induced diastereoselective esterification with (S)-alpha-methyl pantolactone, followed by a saponification or a reduction reaction and N-Boc protection. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00304-5
• 作为产物：
  描述：

  三氟乙酸乙酯 、 六氢吡啶-alpha-羧酸 在 1,1,2,3-四甲基胍 作用下， 以 甲醇 为溶剂， 生成 (+/-)-N-trifluoroacetyl pipecolic acid
  参考文献：
  名称：

  Kinetic Resolution of Protected α-Amino Acid Derivatives by a Chiral O-Nucleophilic Acyl Transfer Catalyst

  摘要：

  The kinetic resolution of alpha-trifluoroacetamido N-acyl oxazolidinethiones using 5-10% of the chiral, nonracemic O-nucleophilic acyl transfer catalyst 2 is described. A variety of substrates participate in this reaction in excellent yields, with s-factors ranging from 20 to 86.

  DOI：

  10.1021/ja058010t

文献信息

• Heterocyclic Compounds Which Modulate The CB2 Receptor
  申请人：Bartolozzi Alessandra

  公开号：US20110312944A1

  公开（公告）日：2011-12-22

  Compounds which modulate the CB2 receptor are disclosed. Compounds according to the invention bind to and are agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  本发明揭示了调节CB2受体的化合物。根据本发明，这些化合物与CB2受体结合并作为激动剂，用于治疗炎症。那些作为激动剂的化合物还可用于治疗疼痛。
• HETEROCYCLIC COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2398771A2

  公开（公告）日：2011-12-28
• US8889670B2
  申请人：——

  公开号：US8889670B2

  公开（公告）日：2014-11-18
• [EN] HETEROCYCLIC COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES QUI MODULENT LE RÉCEPTEUR CB2
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2010096371A2

  公开（公告）日：2010-08-26

  Compounds which modulate the CB2 receptor are disclosed. Compounds according to the invention bind to and are agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.
• Kinetic Resolution of Protected α-Amino Acid Derivatives by a Chiral <i>O</i>-Nucleophilic Acyl Transfer Catalyst
  作者：Gregory T. Notte、Tarek Sammakia

  DOI：10.1021/ja058010t

  日期：2006.4.5

  The kinetic resolution of alpha-trifluoroacetamido N-acyl oxazolidinethiones using 5-10% of the chiral, nonracemic O-nucleophilic acyl transfer catalyst 2 is described. A variety of substrates participate in this reaction in excellent yields, with s-factors ranging from 20 to 86.