期刊文献+

3-氨基金刚烷醇的合成工艺优化 被引量:7

Optimization of Synthetic Technological Conditions for 3-Aminoadamantanol
原文传递
导出
摘要 采用混酸、碱取代法合成3-氨基金刚烷醇。重点考察了投料比、反应温度、反应时间、催化剂影响因素。采用单因素试验,结果表明:(n)浓硫酸:(n)浓硝酸:(n)原料=40:2:1,(n)硝酸:(n)催化剂=1:2;硝化温度为20—30℃,碱化温度低于80℃;硝化时间10h,碱化时间1.5h;3-氨基金刚烷醇收率达到84%,含量97.66%。该方法操作简单,原料及试剂来源方便,价格便宜,目标产物收率较高,适合工业化生产。 The 3-aminoadamantanol was synthesised by mixed acids,and then was replaced by alkali. The materials ratio, reaction temperature,reaction time, catalyst were inspected. The results of single factor test show that: (n)concentrated sulfuric acid : (n)concentrated nitric acid : (n) amantadine hydrochloride= 40 : 2 : 1, (n)nitric acid : (n)catalyst= 1 : 2; nitration temperature is 20-30℃, alkalization temperature below 80℃ ; nitrification time 10h, alkalization time 1. 5h. The yield of 3-amino-adamantanol was 84%,contented of 97. 66%. The method has the advantages of simple operation, convenient source of raw materials and reagents, cost-effective and the high yield, which is suitable for industrialized production.
出处 《光谱实验室》 CAS 2013年第2期925-928,共4页 Chinese Journal of Spectroscopy Laboratory
基金 重庆市自然科学基金(CSTC 2006BB5286)
关键词 3-氨基金刚烷醇 混酸 单因素试验 优化 3-Aminoadamantanol Mixed Acid Single Factor Test Optimization
  • 相关文献

参考文献9

  • 1Tahrani A A,Milan K P,Anthony H B. Saxagliptin:A New DPP-4 Inhibitor for the Treatment of Type 2 Diabetes Mellitus[J]. Adv Ther, 2009,26(3) : 249--262.
  • 2Matikainen N,Manttari S, Schweizer Aet al. Vildagliptin Therapy Reduces Postprandial Intestinal Triglyceride Rich Lipoprotein Particles in Patients with Type 2 Diabetes[J]. Diabetologia,2006,49(9) :2049--2057.
  • 3Klimova N V. Hydroxy Aminoadamantanes and Their Biological Activity [J]. Khimiko-Farmatsevti Chesln'i Zhurnal, 1986,21} ( 7 ) : 810--815.
  • 4Donetti A,Bellora E. Synthesis of 1-Amino-3-Hydroxy-Adamantane[J]. Synthetic Cammunications,1973,3(2):165--166.
  • 5Gregorio A, Bemardidi C B,Mello R et al. Regio-Seleetive Oxy-Funetionalization of Unaetivated Tertiary and Secondary Carbon- Hydrogen Bonds of Alkylamines by Methyl(trifluoromethyl) Dioxirane in Acid Medium[J]. J. Am. Chem. Soc., 1993,115(16): 7250--7253.
  • 6Khusnutdinov R I, Shchadneva N A, Mukhametshina L F et al. Selective Hydroxylation of Adamantane and Its Derivatives[J]. Russian Journal of Or ganlt" Che mist t'y , 2 0 0 9,4 5 ( 8 ) : 113 7 -- 114 2.
  • 7谢炳玉,郭建维,刘卅,彭进平.含氨基的金刚烷桥头二取代化合物合成研究[J].有机化学,2011,31(4):486-489. 被引量:8
  • 8赵圣印,叶香丽.一种3-氨基-1-金刚烷醇的制备方法[P].CN:101798270,2010-08-11.
  • 9Villhauer E B. N-(Substituted Glycyl)-2-Cyanopyrrolidines, Pharmaceuical Compositions Containing them and Their USE in Inhibiting Di pe ptid yl Pe ptktase- /V[P]. US:6166063. 2000-10-26.

二级参考文献18

  • 1Moiseev, V. P.; Konovalova, S.; Novikov, S. Khim.-Farm. Zh. 1973, 10, 2379.
  • 2Asenslo, G.; Gonzalez, M. E. J. Am. Chem. Soc, 1993, 115, 7250.
  • 3Guo, J. W.; Xie, B. Y.; Liu, S.; Chen, X. D.; Liu, H. CN 10214117, 2009 [Chem. Abstr. 2009, 153, 174648].
  • 4Horvat, S.; Mlinaric, M. K.; Glavas, O. L. J. Med. Chem. 2006, 49(11), 3136.
  • 5Guo, J. W.; Xie, B. Y.; Liu, S.; Liu, H.; Chen, X. D. CN 10214116, 2009 [Chem. Abstr. 2009, 153, 145826].
  • 6Stetter, H.; Mayer, J. J. Chem. Ber. 1962, 95, 667.
  • 7Lukas, W.; Hiara, C. Eur. J. Org. Chem. 2007, 1474.
  • 8Baklan, V.; Khilchevskii, A.; Sologub, L. Zh. Org. Khim 1992, 28(10), 2098.
  • 9Gregorio, A.; Maria, E.; Carmen, B. J. Am. Chem. Soc. 1993, 115(16), 7252.
  • 10Scott, P. W.; Peter, W.; Margaret, B. Bioorg. Med. Chem. Lett. 2007, 17, 2838.

共引文献8

同被引文献31

  • 1李斌.微反应器技术在精细化工中的应用[J].精细化工,2006,23(1):1-7. 被引量:35
  • 2许小聪,刘美华,卢彦兵,徐伟箭.N,N′-羰基二咪唑作为活化剂在高分子合成中的研究进展[J].高分子通报,2007(2):74-80. 被引量:15
  • 3赵圣印,叶香丽.一种3-氨基-1-金刚烷醇的制备方法[P].CN:101798270,2010-08-11.
  • 4D'alessio D A,Denney A M,Hermiller L M,et al.Treatment with the dipeptidyl peptidase-4-inhibitor vildagliptin improves fasting isletcell function in subjects with type 2 diabetes[J].J Clin Endocrinol Metab,2009,94(1):81-88.
  • 5Jamie D C,Susan J K.Vildagliptin:a review of its use in the management of type 2 diabetesmellitus[J].Drug,2008,68(26):2387-2409.
  • 6Edwin B V.N-substituted-2-cyanopyrrolidines[P].WO:0034241,2000-06-15.
  • 7Edwin B V,Brikman J A,Naderi G B,et al.1-{[(3-hydroxy-1-adamantyl)amin-o]acetyl}-2-cyano-(S)-pyrrolidine:a potent selective,and orally bioavailable dipeptidyl peptidase inhibitor with antihyperglycemic properties[J].J Med Chem,2003,46(13):2774-2789.
  • 8Santosh K S,Narendra M,Manojit P.Synthesis of(S)-1-(2-chloroacetyl)pyrrolidine-2-carbonitrile:a key intermediate for dipeptidyl peptidaseⅣinhibitors[J].Beilstein Journal of Organic Chemistry,2008,4:20.
  • 9Lavrova L N,lndulen M K,Ryazantseva G M,et al.Some l-hydroxy-3-aminoalkyladamantanes and their derivatives:synthesis and biological activity[J].Khimiko—Farrnatsevticheskii Zhurnal,1990,24(1):29-31.
  • 10Stefan A C,Stephan G Z,Olaf G M,et al.New salt and polymorphs of the DPP-Ⅳinhibitor[P].WO:2006100181,2006-09-28.

引证文献7

二级引证文献7

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