Journal of Pharmaceutical and Biomedical Sciences

Login
Select Language
Subscription Login to verify subscription
Give a gift subscription
Article Tools
Print this article
Indexing metadata
How to cite item
Finding References
Review policy
Email this article (Login required)
Email the author(Login required)
Post a Comment (Login required)

Synthesis of Mono-6-azidoß- Cyclodextrin Derivatives by Microwave Radiation

Jiajing Guo, Jialiang Guo, Siyuchen ., Pinghua Sun

Abstract


As everyone knows, natural cyclodextrin possesses many hydroxyl groups so that it is hard for selective modification of the cyclodextrin. In this research, we provide a new method to synthesize 1,2,3-1H-triazole-b-cyclodextrin derivatives so that we can settle the selective modification of the cyclodextrin. Meanwhile, we use microwave (MW) irradiation to perform the reaction instead of oil-bath heating, which is merciful to the environment. The 1,2,3-1H-triazole-b-cyclodextrin derivatives were synthesized by the MW irradiation reaction from mono-6-azido-b-CD with the yields of about 75%–88%. Their structures were characterized by 1H NMR, 13C NMR and ESI-MS.

 


Keywords


mono-6-azido-b-CD, huisgen reaction, microwave radiation

Full Text:

References


Connors KA, Lipari JM. Effect of cycloamyloses on apparent dissociation by complex formation. J Pharm Sei. 1976;65: 379–383.

Babak K, Mina S. ?-cyclodextrin as an efficient catalyst for the one-pot synthesis of 1-aminophosphonic esters in water. Tetrahe Lett. 2007;48:9015–9017.

Yang L, Zhu Y, Tan TW, et al. Coupling oligo-?-cyclodextrin on polyacrylate beads media for separation of puerarin. Process Biochemistry. 2007;42:1075–1083.

Zhao YY, Guo ZM, Xue XY, Liang X. Evaluation of the retention properties of two cyclodextrin stationary phases with different spacers. Chin J Chromatogr. 2011;29:885–889.

Polshettiwar V, Varma RS. Microwave-assisted organic synthesis and transformations using benign reaction media. Acc Chem Res. 2008;41:629–639.

Katritzky AR, Angrish P. Efficient microwave assisted access to chiral O-(?-protected-aminoacyl) steroids. Steroids. 2006;71:660–669.

Vizitiu D, Walkinshaw CS, Gorin BI. Synthesis of monofacially functionalized cyclodextrins bearing amino pendent group. J Org Chem. 1997;62:8760–8766.

Munteanu M, Choi SW, Ritter H. Cyclodextrin methacrylate via microwave-assisted click reaction. Macromolecules. 2008;41: 9619–9623.

Olivier D, Stephane M, Xie J. Generation of new fluorophore by click chemistry: synthesis and properties of ?-cyclodextrin substituted by 2-pyridyl triazole. Tetrahedron Lett. 2007;48:6527–6530.


Refbacks

  • There are currently no refbacks.


Copyright (c) 2017 Journal of Pharmaceutical and Biomedical Sciences

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.