Towards an Efficient Preparation of Hydromorphone

被引:7
作者
Csuk, Rene [1 ]
Vasileva, Galina [1 ]
Barthel, Alexander [1 ]
机构
[1] Univ Halle Wittenberg, Bereich Organ Chem, D-06120 Halle, Saale, Germany
来源
SYNTHESIS-STUTTGART | 2012年 / 44卷 / 18期
关键词
alkaloids; catalysis; oxidation; reduction; supported catalysis; MORPHINE ALKALOIDS; TRANSFORMATIONS; HYDROGENATION; GRAPHITE;
D O I
10.1055/s-0031-1291151
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dihydromorphone was prepared from morphine in high yield, excellent purity, and low residual metal content. The key steps used palladium on porous glass and a modified Oppenauer oxidation, or Wilkinson's catalyst.
引用
收藏
页码:2840 / 2842
页数:3
相关论文
共 35 条
  • [21] RAPOPORT H., 1950, JOUR ORGANIC CHEM, V15, P1103, DOI 10.1021/jo01151a029
  • [22] RIMLAND A, 1987, APPL RADIAT ISOTOPES, V38, P651
  • [23] Synthesis of Morphine Alkaloids and Derivatives
    Rinner, Uwe
    Hudlicky, Tomas
    [J]. ALKALOID SYNTHESIS, 2012, 309 : 33 - 66
  • [24] Pd on porous glass:: A versatile and easily recyclable catalyst for Suzuki and Heck reactions
    Schmoeger, Christine
    Szuppa, Tony
    Tied, Antje
    Schneider, Franziska
    Stolle, Achim
    Ondruschka, Bernd
    [J]. CHEMSUSCHEM, 2008, 1 (04) : 339 - 347
  • [25] Schmoger C., 2009, CHEMSUSCHEM, P277
  • [26] Reduction studies in the morphine series. VI. Hydrogenation of alpha- and beta-isomorphines
    Small, L
    Faris, BF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1935, 57 (01) : 364 - 366
  • [27] A validated HPLC method for assay of morphine hydrochloride and hydromorphone hydrochloride in pharmaceutical injections
    Smet, E
    Van der Weken, G
    Baeyens, WRG
    Remon, JP
    [J]. CHROMATOGRAPHIA, 2001, 53 (1-2) : 35 - 39
  • [28] Trescot AM, 2008, PAIN PHYSICIAN, V11, pS133
  • [29] Vandak D., 2005, Patent No. [WO 2005100361, 2005100361]
  • [30] Uniform assessment and ranking of opioid Mu receptor binding constants for selected opioid drugs
    Volpe, Donna A.
    Tobin, Grainne A. McMahon
    Mellon, R. Daniel
    Katki, Aspandiar G.
    Parker, Robert J.
    Colatslcy, Thomas
    Kropp, Timothy J.
    Verbois, S. Leigh
    [J]. REGULATORY TOXICOLOGY AND PHARMACOLOGY, 2011, 59 (03) : 385 - 390