期刊文献+
任意字段
题名或关键词
题名
关键词
文摘
作者
第一作者
机构
刊名
分类号
参考文献
作者简介
基金资助
栏目信息

N-Boc-6-氨基-3-苄基-3-氮杂双环[3.2.1]辛烷的合成

Synthesis of N-Boc-6-amino-3-benzyl-3-azabicyclo[3.2.1]octane
在线阅读 下载PDF
导出
摘要 以降冰片烯-2-酰胺为原料,经霍夫曼降解、氨基保护、双键臭氧化、苄胺的还原氨化等反应合成N-Boc-6-氨基-3-苄基-3-氮杂双环[3.2.1]辛烷,通过对关键步骤的优化,总收率达到55.3%。该方法简单,操作容易且收率较高。 N-Boc-6-amino-3-benzyl-3-azabicyclo[-3.2. 1]octane was synthesized using bicyclo[2.2, l＇]hept-5- ene-2-carboxylic acid amide as raw material by Hofmann degradation, amino-group protection, ozonation of double bond,reductive ammoniation of benzylamine. The total yield reached 55.3% through optimization of the key steps. The method is simple with easy operation and high yield.
作者 邓鹏朋 王丽丽 黄龙江 滕大为
机构地区 青岛科技大学化工学院
出处 《化学与生物工程》 CAS 2014年第2期42-43,47,共3页 Chemistry & Bioengineering
关键词 N-Boc-6-氨基-3-苄基-3-氮杂双环[3 2 1]辛烷 降冰片烯 霍夫曼降解 臭氧化 N-Boc-6-amino-3-benzyl-3-azabicyclo [ 3. 2. 1 ] octane norbornene Hofmann degradation ozona-tion
分类号 O626 [理学—有机化学]
  • 相关文献

参考文献10

  • 1覃宇.新型3-取代8-氮杂双环[3,2,1]辛烷衍生物的合成与表征[J].武汉职业技术学院学报,2011,10(5):103-106. 被引量：1
  • 2Gilbert A M, Stack G P. 8-Aza-bicyelo[3.2.1]oetan-3-ol deriva- tives of 2,3-dihydro-1,4-benodioxan as 5-HTI A antagonists.. US, 6656951B2[P]. 2003-1 2-0.
  • 3Stack G P,Gilbert M A,Tran M. Azabicyclylmethyl derivatives o[ 7,8-dihydro-1,6,9-trloxa-3-aza-cyclopenta I-a3 naphthalene as 5- HTIA antagonists: US, 7381723B2[P]. 2008-06-03.
  • 4Long D D,Church T J,Jacobsen J R, et al. 8-Azabicyclol-3. 2.1] octane compounds as MU opioid receptor antagonists: US, 8263618[P]. 2012-09-11.
  • 5Gosling J I, Baker S P, Haynes J M, et al. Synthesis and biological evaluation of adenosines with heterobicyclic and polycyclic N(6)- substituents as adenosine A(1) receptor agonists[J]. Chem Med Chem,2012,7(7) :1191-1201.
  • 6Bernath G,Stajer G,Szabo A E, et al. Stereochemieal studies. 83. Saturated heteroeyeles. 76. Preparation and eonformational study of partially saturated 3, 1-benzoxazines, 3, 1-benzoxazin-2-ones and 3, 1-benzoxazine-2-thiones [J]. Tetrahedron, 1985, 41 ( 7 ) : 1353-1365.
  • 7Stajer G, Szabo A E, Fulop F, et al. Stereoehemieal studies. 81. Saturated heterocycles. 69. Preparation of methylene-bridged 3,1- benzoxazines, 3,1-benzoxazin-2-ones and 3,1-benzoxazine-2-thio- nes[J]. J Heteroeycl Chem, 1984,21(5) :1373-1376.
  • 8Kazi B,Kiss I, Forro E, et al. Synthesis of conformationally con- strained,orthogonally protected 3-azabieyclo['3.2. 1"]octane B-ami- no esters[J]. ARKIVOC,2010,2010(9) ..31-39.
  • 9Taber D F, Nakajima K. Unsymmetrical ozonolysis of a Diels- Alder adduct: Practical preparation of a key intermediate for heme total synthesis[J]. J Org Chem,2001 ,fi6(7) :2515-2517.
  • 10Ye J H, Huang Y,Chen R. A new approach to the synthesis of 1, 3-aminoalcohols from meso cyclic acid anhydride[J]. Oppi Briefs, 2003,35(4) :429-432.

二级参考文献6

  • 1ChenYuanwei, O'Connor Stephen James, Gunn David et, aLS,ubstituted 3,5-dihydro-4H-imidazol--4--ones for the Irealment of obesity[ P ].PCT WO 2004/058727 al,2004-07-15.
  • 2Adam M. Gilbert, Gary P. Stack. 8-aza-bicyclo [3.2.1] octan-3-ol derivatives of 2,3-dihydro-l,4-benodioxan as 5-HTI A antagonists[ P ] .US 2003/0032648 A 1,2003-01-03.
  • 3Gary P.Stack,Megan Tran,Adam M.Gilbert. Azabicyclylmethyl derivatives of 7,8-dihydw-l,6,9-trioxa-3-aza-cyclopenta [A] naphttmleneas5--HT1Aantagonists[P].US7381723B2,2008-01-03.
  • 4Daniel D.Long,Timothy J.Church,John R.Jacobsen,et al.8-azabicyclo [3.2.1]octane compounds as mu opioid receptor antagonists[ P ].US 7622508B2,2009-11-24.
  • 5Wayne Thompson, David A. Claremon, Peter M.Munson,et al. 8-aza-bicyclo[3.2.1]octane NMDA/NR2B antagonists[ P ]. US 6432976 B1,2002-08-13.
  • 6Renaud, J, OueUet S.G. Novel Synthesis of Cyclic Alkenylboronates via Ring-Closing Metathesis [ J ]. J.Am.Chem.Soc, 1998, (120): 7995-7996.
化学与生物工程
2014年 第2期

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部