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合成他达那非的方法改进 被引量：5

Process Improvement on the Synthesis of Tadalafil
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摘要 以D-色氨酸甲酯盐酸盐为原料,经过Pictet-Spengler缩合、N-酰化以及环合反应,合成了磷酸二酯酶-5抑制剂——他达那非,总收率64%。在缩合反应中利用cis-和trans-产物在醇溶剂中的溶解性的差异完成分离,避免了非对映异构体的拆分。 A novel phosphodiesterase type-5 inhibitor, Tadalafil in a total yield of 64%, was synthesized from D-tryptophan by Pictet-Spengler condensation, N-acylation reaction and cyelization. Separation of c/s- and trans-product of Pictet-Spengler condensation was accomplished by their difference of solubility in isopropanol to avoid resolution of diastereoisomer.
作者 范文 徐辉 熊野娟 虞心红
机构地区 华东理工大学药学院 上海医药高等专科学校
出处 《合成化学》 CAS CSCD 2008年第5期600-602,共3页 Chinese Journal of Synthetic Chemistry
关键词 他达那非 抑制剂 Pictet-Spengler缩合 方法改进 Tadalafil inhibitor Pictet-Spengler condensation process improvement
分类号 O626 [理学—有机化学]
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参考文献10

  • 1李鹏,梅丹.治疗勃起功能障碍新药——他达那非[J].中国药学杂志,2005,40(4):314-315. 被引量：6
  • 2Dongkyu S, Yong-Seok H, Kyung Joo L, et al. Structural chemoproteomicsand drag discovery [ J ]. Biopolymers,2005,80(2,3) :258 -263.
  • 3Peter J Dunn. Synthesis of commercial phosphodiesterase ( Ⅴ ) inhibitors [ J ]. Organic Process Research & Development,2005,9( 1 ) :88 - 97.
  • 4Torsten H, Walter A Szarek. Synthesis of enantiomerically pure β-amino-ot-mcthylene-y-butyrolactones by way of ozonolysis of aromatic a-amino acids[J]. Canadian Journal of Chemistry, 1998,66:779 - 782.
  • 5Tamura Y, Watanabe F, Nakatani T, et al. Highly selective and orally active inhibitors of type Ⅳ collagenase( MMP-9 and MMP-2 ) : N-sulfonylamlno acid derivatives[ J ]. Journal of Medicinal. Chemistry, 1998,41 (4) :640 -649.
  • 6Jie Jack L, Douglas S J, Drago R S, et al. Contemporary Drug Synthesis [ M ]. A John Wicly & Sons Inc Publication ,2004.
  • 7Orme Mark W, Martinelli Michael Orme Mark W, Martinelli Michael. Modified pictet-spengler reaction and products prepared therefrom[P]. WO 2 004 011 463, 2004.
  • 8Alain Daugan, Pascal Grondin, Cecile Ruault, et al. The discovery of Tadalafil: A novel and highly selective PDE5 inhibitor. 2 : 2,3,6,7,12,12a-hexnhydropyrazino[ 1' ,2' : 1,6 ] pyrido [ 3,4-b ] indole-1,4-dione analogues[ J ]. Journal of Medicinal Chemistry, 2003,46 (21) :4533 -4542.
  • 9Eric D Cox, James M Cook. The Pictet-Spengler condensation: A new direction for an old reaction [ J ]. Chemical Review, 1995,95 (6) : 1797 - 1842.
  • 10Yunlong Zhang, Qian He, Huasheng Ding, et al. Improved synthesis of Tadalafil[J]. Organic Preparations and Procedures International, 2005,37 (1) : 99 - 102.

二级参考文献7

  • 1Corbin JD, Francis SH. Phammacology of Phosphodiesterase-5 inhibitors[J]. Int J Clin Pract ,2002,56(6) :453.
  • 2Wayne JG, Albert W, James Yu, et al. T adalafil has no detrimental effect on human spermatogenesis or reproductive hormones [ J ]. J Urol,2003 ,170( 3 ) :887.
  • 3Porst H. IC351(tadalafil, Cialis):update on clinical experience[J].Int J Impot Res, 2002,14(Suppl 1 ): S57.
  • 4Brock G. Towards optimal ED management. [J]. Can J Urol,2001,8(6): 1419.
  • 5Saenz TI, Fredlund P, Anglin G.Cialis(TM) (IC351) asa treatment of erectile dysfunction in diabetic men [ J]. Diabetes ,2001,50: A425.
  • 6Brock GB, McMahon CG, Chen KK. Efficacy and safety of tadalafil for the treatment of erectile dysfunction: results of integrated analyses[J]. J Urol, 2002 ,168 :1332 .
  • 7李元敏.西地那非首次遇到市场竞争对手──tadalafil[J].国外医学（药学分册）,2003,30(4):253-253. 被引量：2

共引文献5

同被引文献28

引证文献5

二级引证文献12

合成化学
2008年 第5期

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