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异甾体C_(13)位伯醇的选择性氧化反应研究

Selective Oxidation of 13-hydroxymethyl of Isosteroids
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摘要 目的:建立异甾体化合物I C_(13)位伯醇选择性氧化成α醛基的方法。方法:分别采用莫发特氧化(Moffatt Oxidation)、斯文氧化(Swern Oxidation)和氯铬酸吡啶盐(PCC)进行氧化反应。结果:三种氧化方法都能较好的将C_(13)位伯醇氧化成醛基,但在收率和醛基α、β构型比例上有所不同。结论:斯文氧化是一种高效、简便的氧化方法,能选择性的将C_(13)位伯醇氧化成目标α醛基产物,可作为异甾体化合物C_(13)伯醇氧化的可靠方法。 Objective : To establish an optimal method for selective oxidation of 13-hydroxymethyl of isosteroidal derivative 1 into or-aldehyde. Method: Oxidation procedure was respectively investigated by Moffatt Oxidation, Swern Oxidation and PCC reagent. Result: The conversion from 13-hydroxymethyl into aldehyde was achieved by all these three methods with different yields and isomeric ratios. Conclusion: Swern Oxidation is proved to be an efficient and convenient oxidation method, by which 13-hydroxymethyl can be selectively converted into ct-aldehyde. It can be used as a reliable method for primary alcohols.
出处 《中国药师》 CAS 2009年第8期1003-1005,共3页 China Pharmacist
基金 湖北省自然科学基金重点项目(2008CDA046)
关键词 异甾体 选择性氧化 莫发特氧化 斯文氧化 氯铬酸吡啶盐 Isosteroid Selective oxidation Moffatt Oxidation Swern Oxidation PCC
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参考文献5

  • 1Li H J, Jiang Y, Li P. Chemistry, bioactivity and geographical diversity of steroidal alkaloids fromthe Liliaceae family [ J ]. Nat Prod Rep, 2006, 23:735-752.
  • 2James PK, Roderick WB, Carlos CF,et al. Fortes Synthetic studies in the veratrum alkaloid series: The total synthesis of C18-functionalized C-nor-D-homo steroid derivatives valuable intermediates in the total synthesis of veratrum alkaloids [ J ]. J Am Chem Soc, 1976, 99, ( 3 ) : 963 -964.
  • 3McConnell JR, Hitt JE, Daugs ED, et al. The swern oxidation : development of a high-temperature semicontinuous process [ J ] . Org Process Res Dev, 2008, 12 (5) :940-945.
  • 4Yin JD, Gallis CE, Chisholm JD. Tandem oxidation/halogenation of aryl allylic alcohols under Moffatt-Swern conditions[ J ]. J Org Chem, 2007, 72 (18) :7054-7057.
  • 5刘良先,蔡崑.Corey氧化剂及其在选择性氧化中的应用[J].化学通报,1992(4):16-25. 被引量:9

二级参考文献2

  • 1丁清杰,有机化学,1988年,5期,457页
  • 2丁清杰,化学研究,1987年,2期,1页

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