Copyright (c) 2014 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
A Novel Preparation and Purification of Penta-Substituted 6-O-Propyl-b-cyclodextrin
Corresponding Author(s) : Yongjiang Gan
Asian Journal of Chemistry,
Vol. 26 No. 14 (2014): Vol 26 Issue 14
Abstract
A synthetic process about propyl-b-cyclodextrins has been investigated through the reaction between b-cyclodextrin and dipropyl carbonate by anhydrous potassium carbonate as catalyst in DMF, penta-substituted 6-O-propyl-b-cyclodextrin was purified by silica gel chromatography. The structures of product were characterized by TLC, IR, MS, 1H NMR and 13C NMR. Mass spectra and 1H NMR proved the average degree of substitution of propyl-b-cyclodextrin is 5. 13C NMR proved the position of propyl at 6-position.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- I.W. Muderawan, T.T. Ong, T.C. Lee, D.J. Young, C.B. Ching and S.C. Ng, Tetrahedron Lett., 46, 7905 (2005); doi:10.1016/j.tetlet.2005.09.099.
- K. Uekama, F. Hirayama and T. Irie, Chem. Rev., 98, 2045 (1998); doi:10.1021/cr970025p.
- V.R. Sinha, A. Nanda and R. Kumria, Pharm. Technol., 10, 36 (2002).
- I. Ciucanu and W.A. Konig, J. Chromatogr. A, 685, 166 (1994); doi:10.1016/0021-9673(94)00564-8.
- F. Ortega-Caballero, J. Bjerre, L.S. Laustsen and M. Bols, J. Org. Chem., 70, 7217 (2005); doi:10.1021/jo050861w.
- G. Wenz, Carbohydr. Res., 214, 257 (1991); doi:10.1016/0008-6215(91)80033-J.
- J. Jindrich, J. Pitha, B. Lindberg, P. Seffers and K. Harata, Carbohydr. Res., 266, 75 (1995); doi:10.1016/0008-6215(94)00251-A.
- M. Fan and P. Zhang, Energy Fuels, 21, 633 (2007); doi:10.1021/ef060492m.
- J. Jindrich, J. Pitha and B. Lindberg, Carbohydr. Res., 275, 1 (1995); doi:10.1016/0008-6215(95)00071-Z.
- A.R. Khan, P. Forgo, K.J. Stine and V.T. D’Souza, Chem. Rev., 98, 1977 (1998); doi:10.1021/cr970012b.
- Y. Gan, Y.M. Zhang, Y. Zhao, Q. Li and Y. Zhang, Chem. Eng. Chinese Univ., 23, 6 (2009).
- Q. Qu, E. Tucker and S.D. Christian, J. Incl. Phenom. Macarocycl. Chem., 43, 213 (2002); doi:10.1023/A:1021255314835.
- P. Forgo and V.D. D’Souza, J. Org. Chem., 64, 306 (1999); doi:10.1021/jo981770k.
- H. Schneider, F. Hacket, V. Rudiger and H. Ikeda, Chem. Rev., 98, 1755 (1998); doi:10.1021/cr970019t.
- H. Sun, A. Hao, Y. Yang, C. Zhu, J. Li, J. Shen and M. Yin, J. Incl. Phenom. Macarocycl. Chem., 65, 427 (2009); doi:10.1007/s10847-009-9587-9.
References
I.W. Muderawan, T.T. Ong, T.C. Lee, D.J. Young, C.B. Ching and S.C. Ng, Tetrahedron Lett., 46, 7905 (2005); doi:10.1016/j.tetlet.2005.09.099.
K. Uekama, F. Hirayama and T. Irie, Chem. Rev., 98, 2045 (1998); doi:10.1021/cr970025p.
V.R. Sinha, A. Nanda and R. Kumria, Pharm. Technol., 10, 36 (2002).
I. Ciucanu and W.A. Konig, J. Chromatogr. A, 685, 166 (1994); doi:10.1016/0021-9673(94)00564-8.
F. Ortega-Caballero, J. Bjerre, L.S. Laustsen and M. Bols, J. Org. Chem., 70, 7217 (2005); doi:10.1021/jo050861w.
G. Wenz, Carbohydr. Res., 214, 257 (1991); doi:10.1016/0008-6215(91)80033-J.
J. Jindrich, J. Pitha, B. Lindberg, P. Seffers and K. Harata, Carbohydr. Res., 266, 75 (1995); doi:10.1016/0008-6215(94)00251-A.
M. Fan and P. Zhang, Energy Fuels, 21, 633 (2007); doi:10.1021/ef060492m.
J. Jindrich, J. Pitha and B. Lindberg, Carbohydr. Res., 275, 1 (1995); doi:10.1016/0008-6215(95)00071-Z.
A.R. Khan, P. Forgo, K.J. Stine and V.T. D’Souza, Chem. Rev., 98, 1977 (1998); doi:10.1021/cr970012b.
Y. Gan, Y.M. Zhang, Y. Zhao, Q. Li and Y. Zhang, Chem. Eng. Chinese Univ., 23, 6 (2009).
Q. Qu, E. Tucker and S.D. Christian, J. Incl. Phenom. Macarocycl. Chem., 43, 213 (2002); doi:10.1023/A:1021255314835.
P. Forgo and V.D. D’Souza, J. Org. Chem., 64, 306 (1999); doi:10.1021/jo981770k.
H. Schneider, F. Hacket, V. Rudiger and H. Ikeda, Chem. Rev., 98, 1755 (1998); doi:10.1021/cr970019t.
H. Sun, A. Hao, Y. Yang, C. Zhu, J. Li, J. Shen and M. Yin, J. Incl. Phenom. Macarocycl. Chem., 65, 427 (2009); doi:10.1007/s10847-009-9587-9.