benzyl 2-(6-isopropoxypyridin-2-yl)ethylcarbamate | 1220596-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 2-(6-isopropoxypyridin-2-yl)ethylcarbamate
• 英文别名: benzyl N-[2-(6-propan-2-yloxypyridin-2-yl)ethyl]carbamate
• CAS: 1220596-34-8
• 化学式: C₁₈H₂₂N₂O₃
• 分子量: 314.384
• InChiKey: SYSZLUKVPCXZDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴-6-异丙氧基吡啶 、 乙烯基氨基甲酸苄酯 在 9-硼双环[3.3.1]壬烷 、 sodium hydroxide 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 42.0h， 以92%的产率得到benzyl 2-(6-isopropoxypyridin-2-yl)ethylcarbamate
  参考文献：
  名称：

  Direct synthesis of Cbz-protected (2-amino)-6-(2-aminoethyl)pyridines

  摘要：

  A novel series of (2-amino)-6-(2-aminoethyl)pyridines were prepared by a convenient Suzuki-Miyaura coupling approach from 2-amino-6-bromopyridines. Benzyl vinylcarbamate was first treated with 9-BBN followed by aqueous NaOH and then the appropriate bromopyridine precursors were added into the mixture. The mixture was finally heated in presence of a palladium catalyst to provide the corresponding products in overall high yields. The procedure is extended to the preparation of related pyrazine and pyrimidine compounds as well as (2-amido)- and (2-alkoxy)-6-(2-aminoethyl)pyridines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.025

文献信息

• Direct synthesis of Cbz-protected (2-amino)-6-(2-aminoethyl)pyridines
  作者：Sudipta Roy、Andrew J. Zych、R. Jason Herr、Cliff Cheng、Gerald W. Shipps

  DOI：10.1016/j.tet.2010.01.025

  日期：2010.3

  A novel series of (2-amino)-6-(2-aminoethyl)pyridines were prepared by a convenient Suzuki-Miyaura coupling approach from 2-amino-6-bromopyridines. Benzyl vinylcarbamate was first treated with 9-BBN followed by aqueous NaOH and then the appropriate bromopyridine precursors were added into the mixture. The mixture was finally heated in presence of a palladium catalyst to provide the corresponding products in overall high yields. The procedure is extended to the preparation of related pyrazine and pyrimidine compounds as well as (2-amido)- and (2-alkoxy)-6-(2-aminoethyl)pyridines. (C) 2010 Elsevier Ltd. All rights reserved.