methyl N-(tert-butoxycarbonyl)-N-ethylglycinate | 1249016-05-4

• 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: methyl N-(tert-butoxycarbonyl)-N-ethylglycinate
• 英文别名: Methyl 2-([(tert-butoxy)carbonyl](ethyl)amino)acetate；methyl 2-[ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetate
• CAS: 1249016-05-4
• 化学式: C₁₀H₁₉NO₄
• 分子量: 217.265
• InChiKey: YQWGSMBXJSCAOO-UHFFFAOYSA-N

物化性质

• 沸点：
  268.2±19.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl N-(tert-butoxycarbonyl)-N-ethylglycinate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.0h， 生成 BOC-N-乙基甘氨酸
  参考文献：
  名称：

  [EN] LOCALLY ACTING TOLL-LIKE RECEPTOR 7 (TLR7) AND/OR TLR8 AGONIST IMMUNOTHERAPY COMPOUNDS AND THEIR USES
  [FR] COMPOSÉS D'IMMUNOTHÉRAPIE AGONISTES DU RÉCEPTEUR 7 DE TYPE TOLL (TLR7) ET/OU TLR8 À ACTION LOCALE ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2020205996A3
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 2-(乙基氨基)乙酸甲酯 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 methyl N-(tert-butoxycarbonyl)-N-ethylglycinate
  参考文献：
  名称：

  Regioisomerism-dependent TLR7 agonism and antagonism in an imidazoquinoline

  摘要：

  Chronic immune activation is a hallmark of progressive HIV infection. Recent reports point to the engagement of toll-like receptor 7 (TLR7) and -9 by viral RNA as contributing to the activation of innate immune responses, which drive viral replication leading to immune exhaustion. The only known class of TLR7 antagonists is single-stranded phosphorothioate oligonucleotides, which has been demonstrated to inhibit immune activation in human and Rhesus macaque in vitro models. The availability of a selective and potent small-molecule TLR7 antagonist should allow the evaluation of potential benefits of suppression of TLR7-mediated immune activation in HIV/AIDS. Gardiquimod is a known N-1-substituted 1H-imidazoquinoline TLR7 agonist, the synthesis of which has not been published. We show that the 3H regioisomer is completely inactive as a TLR7 agonist and is weakly antagonistic. A des-amino precursor of the 3H regioisomer is more potent as a TLR7 antagonist, with an IC50 value of 7.5 mu M. This class of compound may serve as a starting point for the development of small-molecule inhibitors of TLR7. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.100

文献信息

• NOVEL INDOLIZINE DERIVATIVES, AND PREPARATION AND THERAPEUTIC USE THEREOF
  申请人：Altenburger Jean-Michel

  公开号：US20130245006A1

  公开（公告）日：2013-09-19

  The invention relates to indolizine derivatives of general formula (I), where A, B, m, W, n and R2 are as defined in claim 1 , as well as to the method for preparing same and to the therapeutic use thereof.

  该发明涉及一般式(I)的吲哚啉衍生物，其中A、B、m、W、n和R2如权利要求1所定义，以及其制备方法和治疗用途。