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一种烯丙位氧化方法的改进 被引量:4

An improved method for allylic oxidation reaction
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摘要 以N-羟基-琥珀酰亚胺为促进剂,铬酐为氧化剂,在含水丙酮体系中对去氢表雄酮进行烯丙位氧化,合成了7-氧代-去氢表雄酮。降低了铬酐的用量,提高了反应得率。该方法也可以应用于其他△5-甾体化合物的烯丙位氧化中。 7-oxo-dehydroepiandrosterone was synthesized by the allylie oxidation of dehydroepiandros- terone in the acetone-water medium by CrO3 and N-hydroxylsuccinimide. Similar method was applied to the preparation of several 7-oxo steroidal compounds from the allylic oxidation of A5-steroidal compounds, and good results were obtained.
出处 《贵州师范大学学报(自然科学版)》 CAS 2009年第3期119-121,共3页 Journal of Guizhou Normal University:Natural Sciences
关键词 烯丙位氧化 N-羟基-琥珀酰亚胺 7-氧代-去氢表雄酮 allylic oxidation N-hydroxyl-succinimide 7-oxo-dehydroepiandrosterone
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参考文献7

  • 1Dauben, G. W. , I_orber M. , Fullerton D. S.. Allylic Oxidation of Olefins with Chromium Trioxidepyridine Complex [J]. J. Org. Chem., 1969, 34: 3587-92.
  • 2Salmond W. G. , Bartra M. A. , Havens, J. L. , Allyhc oxidation with 3,5-dimethylpyrazole. Chromium trioxide complex steroidal . DELTA. 5-7-ketones [ J ]. J. Org. Chem. , 1978, 43: 2057-2059.
  • 3Marshall C. W. , Ray R. E. , Laos I. et al. 7-Keto Steroids. Ⅱ. 1 Steroidal 3β -Hydroxy-△^5-7-ones and △^3,5-7- Ones[J]. J. Am. Chem. Soc,1957, 79: 6308-6313.
  • 4Janowski BA, Grogan M J, Jones SA, Wisely GB, Kliewer SA, Corey EJ, Mangelsdorf DJ. Structural requirements of ligands for the oxysterol liver X receptors LXRalpha and LXRbeta [J]. Proc. Natrl. Acad. Sci. USA, 1997, 96 : 266-271.
  • 5Kovganko N. V. , Kashkan Zh. N.. Synthesis of (24R)- 3-hydroxystigmast -5-en- 7-one [ J ]. Chem. Natrl. Comp, 1999, 35: 433-436.
  • 6Hery A. Lardy. Modulaton of immune system with △^5-androstenes [P]. United Stated Patent, 5,292,730, 1994.
  • 7Henry Lardy. Process for effecting allylic oxidation using dicarboxylic acid imides and chromium reagents [ P]. WO 99/47485, 23, 9, 1999.

同被引文献17

  • 1王锺麒,阙浩泉,姜立中,周维善.猪去氧胆酸的化学Ⅰ.△~5-7-酮胆烷酸甲酯系列的还原研究[J].有机化学,1989,9(1):83-88. 被引量:4
  • 2沈季铭,周向东,周维善.从猪去氧胆酸甲酯表观合成角鲨多胺[J].化学学报,2006,64(14):1513-1516. 被引量:3
  • 3Barton DHR,Motherwell WB,Simon ES,et al.Reduction of oximes and aliphatic nitro compounds to imines for further in situ reactions:a novel synthesis of pyrroles and pyrrolin-2-ones[J].J Chem Soc Perkin Trans J,1986,(12):2243-2252.
  • 4刘春,雷泽,木晓云,付正启,朱洪友.7-羰基-去氢表雄酮-3-乙酸酯的合成[J].云南大学学报(自然科学版),2007,29(5):504-506. 被引量:1
  • 5C Ahlem,D Auci,K Mangano. HE3286:A novel synthetic steroid as an oral treatment for autoimmune disease[J].Contemporary Challenges in Autoimmunity:Ann N Y Acad Sci,2009,(1173):781-790.
  • 6Romo J,Romo De Vivar A. The beckmann rearrangem en t of the acetoxine of Δ5,16 pregnadien-3β-ol-20-one acetate with boron trifluofide[J].Journal of the American Chemical Society,1959.3446-3452.doi:10.1021/ja01522a074.
  • 7Yoshida S,Honda A,Matsuzaki. Antiproliferatire action of endogenous dehydroepiandrosterone metabolites on hunan cancer cell lines[J].Steroids,2003.73-83.doi:10.1016/S0039-128X(02)00117-4.
  • 8Su C Y,Lardy H. Induction of hepatic mitochondrial glycerophosphate dehydrogenase in rats by dehydroepiandrosterone[J].Journal of Biochemisitry,1991.207-213.
  • 9Lardy H,Kneer N,Wei Y. Ergosteroids Ⅱ:Biologically active metabolites and synthetic derivatives of dehydroepiandrosterone[J].Steroids,1998.158-165.doi:10.1016/S0039-128X(97)00159-1.
  • 10Marwah P,MarwahA,Lardy H. Ergosteroids Ⅳ:Synthesis and biological activity of steroid glucuronosides,esters,and alkylcarbonates[J].Steroids,2001.581-595.doi:10.1016/S0039-128X(00)00234-8.

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