Tert-butyl 3-((tert-butyldimethylsilyloxy)methyl)-4-methylenepiperidine-1-carboxylate | 849767-22-2

• 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: Tert-butyl 3-((tert-butyldimethylsilyloxy)methyl)-4-methylenepiperidine-1-carboxylate
• 英文别名: tert-butyl 3-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-methylidenepiperidine-1-carboxylate
• CAS: 849767-22-2
• 化学式: C₁₈H₃₅NO₃Si
• 分子量: 341.566
• InChiKey: VCVUVWCWWFWACU-UHFFFAOYSA-N

物化性质

• 沸点：
  368.9±35.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Tert-butyl 3-((tert-butyldimethylsilyloxy)methyl)-4-methylenepiperidine-1-carboxylate 在 盐酸 、 9-borabicyclo[3.3.1]nonane dimer 、 sodium azide 、 四丁基氟化铵 、 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  The synthesis of substituted bipiperidine amide compounds as CCR3 antagonists

  摘要：

  Bipiperidine amide 1 has been identified as a CC chemokine receptor 3 (CCR3) antagonist. Optimization of its structure-activity relationship has resulted in the identification of cis (R,R)-4-[(3,4-dichlorophenyl)methyl]-3-hydroxymethyl-1'(6-quinolinyl-carbonyl)-1,4'-bipiperidine 14n, which exhibits potent receptor affinity and inhibition of both calcium flux and eosinophil chemotaxis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.016
• 作为产物：
  描述：

  甲基三苯基溴化膦 、 1-Boc-3-[(1,1-二甲基乙基) 二甲基甲硅烷基氧基甲基]-哌啶-4-酮 在 正丁基锂 作用下， 以 甲苯 为溶剂， 以79%的产率得到Tert-butyl 3-((tert-butyldimethylsilyloxy)methyl)-4-methylenepiperidine-1-carboxylate
  参考文献：
  名称：

  The synthesis of substituted bipiperidine amide compounds as CCR3 antagonists

  摘要：

  Bipiperidine amide 1 has been identified as a CC chemokine receptor 3 (CCR3) antagonist. Optimization of its structure-activity relationship has resulted in the identification of cis (R,R)-4-[(3,4-dichlorophenyl)methyl]-3-hydroxymethyl-1'(6-quinolinyl-carbonyl)-1,4'-bipiperidine 14n, which exhibits potent receptor affinity and inhibition of both calcium flux and eosinophil chemotaxis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.016

文献信息

• The synthesis of substituted bipiperidine amide compounds as CCR3 antagonists
  作者：Pauline C. Ting、Joe F. Lee、Jie Wu、Shelby P. Umland、Robert Aslanian、Jianhua Cao、Youhao Dong、Charles G. Garlisi、Eric J. Gilbert、Ying Huang、James Jakway、Joseph Kelly、Zhidan Liu、Stuart McCombie、Himanshu Shah、Fang Tian、Yuntao Wan、Neng-Yang Shih

  DOI：10.1016/j.bmcl.2005.01.016

  日期：2005.3

  Bipiperidine amide 1 has been identified as a CC chemokine receptor 3 (CCR3) antagonist. Optimization of its structure-activity relationship has resulted in the identification of cis (R,R)-4-[(3,4-dichlorophenyl)methyl]-3-hydroxymethyl-1'(6-quinolinyl-carbonyl)-1,4'-bipiperidine 14n, which exhibits potent receptor affinity and inhibition of both calcium flux and eosinophil chemotaxis. (c) 2005 Elsevier Ltd. All rights reserved.