1-O-tert-butyl 4-O-ethyl 4-(2-azidoethyl)piperidine-1,4-dicarboxylate | 268550-47-6

• 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: 1-O-tert-butyl 4-O-ethyl 4-(2-azidoethyl)piperidine-1,4-dicarboxylate
• CAS: 268550-47-6
• 化学式: C₁₅H₂₆N₄O₄
• 分子量: 326.396
• InChiKey: UJXKLTFIAVHWOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-O-tert-butyl 4-O-ethyl 4-(2-azidoethyl)piperidine-1,4-dicarboxylate 在 10% Pd/C 、 氢气 、 potassium carbonate 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Pyrrolidinyl phenylurea derivatives as novel CCR3 antagonists

  摘要：

  Optimization starting with our lead compound 1 (IC50 = 4.9 nM) led to the identification of pyrrolidinyl phenylurea derivatives. Further modification toward improvement of the bioavailability provided (R)-1-(1-((6-fluoronaphthalen-2-yl)methyl)pyrrolidin-3-yl)-3-(2-(2-hydroxyethoxy)phenyl)urea 32 (IC50 = 1.7 nM), a potent and orally active CCR3 antagonist. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.035
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium azide 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-O-tert-butyl 4-O-ethyl 4-(2-azidoethyl)piperidine-1,4-dicarboxylate
  参考文献：
  名称：

  Pyrrolidinyl phenylurea derivatives as novel CCR3 antagonists

  摘要：

  Optimization starting with our lead compound 1 (IC50 = 4.9 nM) led to the identification of pyrrolidinyl phenylurea derivatives. Further modification toward improvement of the bioavailability provided (R)-1-(1-((6-fluoronaphthalen-2-yl)methyl)pyrrolidin-3-yl)-3-(2-(2-hydroxyethoxy)phenyl)urea 32 (IC50 = 1.7 nM), a potent and orally active CCR3 antagonist. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.035

文献信息

• [EN] MUTILIN COMPOUNDS<br/>[FR] COMPOSES A BASE DE MUTILINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2000027790A1

  公开（公告）日：2000-05-18

  A compound of formula (IA) or (IB): in which R?1 is RA(CH¿2)nO(CH2)m, RA(CH2)p, Formula (II) or in which R is a spiro-fused mono- or bi-cyclic ring containing one or two basic nitrogen atoms; and X?1 and X2¿, which may be the same or different, are each -CH¿2?- or -C=O, provided that at least one of X?1 and X2¿ is -C=O; Y is -NH-, -CH¿2?- or -CH2-CH2-; R?A¿ is an optionally substituted aryl group or heteroaryl group linked via a carbon atom; m is 1, 2 or 3; n is 0, 1 or 2; and p is 1 to 4; R2 is vinyl or ethyl; R3 is H, OH or F, and R4 is H, or R3 is H and R4 is F. The compounds are useful for treating microbial infections in animals, especially in humans and in domesticated mammals.