Syntheses and Characterization of New 3-O-Allyl Ether Chloralose Derivatives

Fatma Cetin Telli

doi:10.14233/ajchem.2015.17975

Issue

Vol. 27 No. 1 (2015): Vol 27 Issue 1

Issue Published : December 27, 2014

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

Syntheses and Characterization of New 3-O-Allyl Ether Chloralose Derivatives

https://doi.org/10.14233/ajchem.2015.17975

Fatma Cetin Telli

Department of Chemistry, Faculty of Science, Ege University, Bornova 35100, Izmir, Turkey

Corresponding Author(s) : Fatma Cetin Telli

fatma.cetin@ege.edu.tr

Asian Journal of Chemistry, Vol. 27 No. 1 (2015): Vol 27 Issue 1
Article Published : December 29, 2014

Abstract

The new 3-O-allyl ether derivatives of sugar were synthesized with high yield and mild reaction conditions. The synthesis of 3-O-acetylchloralose derivatives (5-8) and 3-O-allyl ether chloralose derivatives (9-12) were carried out. These new 3-O-allyl ether of chloralose derivatives are potential monomers for the synthesis of new glycopolymers.

Keywords

Allyl ethers Chloralose Furano sugars Glycomonomers

Cetin Telli, F. (2014). Syntheses and Characterization of New 3-O-Allyl Ether Chloralose Derivatives. Asian Journal of Chemistry, 27(1), 353–356. https://doi.org/10.14233/ajchem.2015.17975

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References

Ph. Kocienski, in Protecting Groups, 61-68 (Goerge Thieme Verlag) (1996).
M. Fedorynski, K. Wojciechowski, Z. Matacz and M. Makosza, J. Org. Chem., 43, 4682 (1978); doi:10.1021/jo00418a043.
S. Jarosz and K. Szewczyk, Pol. J. Chem., 74, 115 (2000).
T.K.M. Shing and G.Y.C. Leung, Tetrahedron, 58, 7545 (2002); doi:10.1016/S0040-4020(02)00577-X.
G.V.M. Sharma, K. Ravinder Reddy, A. Ravi Sankar and A.C. Kunwar, Tetrahedron Lett., 42, 8893 (2001); doi:10.1016/S0040-4039(01)01889-5.
R. Gigg, S. Payne and R. Conant, Carbohydr. Res., 2, 207 (1983); doi:10.1080/07328308308057870.
T. Ogawa and S. Nakabayashi, Carbohydr. Res., 93, C1 (1981); doi:10.1016/S0008-6215(00)80764-8.
M.-Z. Liu, H.-N. Fan, Z.-W. Guo and Y.-Z. Hui, Carbohydr. Res., 290, 233 (1996); doi:10.1016/0008-6215(96)00133-4.
J. Khamsi, R.A. Ashmus, N.S. Schocker and K. Michael, Carbohydr. Res., 357, 147 (2012); doi:10.1016/j.carres.2012.05.008.
T. Takano, F. Nakatsubo and K. Murakami, Carbohydr. Res., 203, 341 (1990); doi:10.1016/0008-6215(90)80036-3.
E. Eichler, J. Kihlberg and D.R. Bundle, Glycocunjugate J., 8, 69 (1991); doi:10.1007/BF00731014.
R.T. Lee and Y.C. Lee, Carbohydr. Res., 37, 193 (1974); doi:10.1016/S0008-6215(00)87074-3.
P.B. van Seeventer, J.A.L.M. van Dorst, J.F. Siemerink, J.P. Kamerling and J.F.G. Vliegenthart, Carbohydr. Res., 300, 369 (1997); doi:10.1016/S0008-6215(97)00074-8.
A.J. Varma, J.F. Kennedy and P. Galgali, Carbohydr. Polym.,56, 429 (2004); doi:10.1016/j.carbpol.2004.03.007.
R. Lanza, R. Langer and J. P. Vacanti, Principles of Tissue Engineering, Academic Press/R.G. Landes Company, pp. 273-285 (1997).
L.N. Ştefan, A.M. Pana, M.C. Pascariu, E. Şişu, G. Bandur and L.M. Rusnac, Turk. J. Chem., 35, 757 (2011).
G. Wulff, J. Schmid and T. Venhoff, Macromol. Chem. Phys., 197, 259 (1996); doi:10.1002/macp.1996.021970120.
S. Forsén, B. Lindberg, B.-G. Silvander, B. Nilsson, K. Selin and A. Westerdahl, Acta Chem. Scand., 19, 359 (1965); doi:10.3891/acta.chem.scand.19-0359.
H. Anil, L. Yüceer and T. Yüceer, Carbohydr. Res., 123, 153 (1983); doi:10.1016/0008-6215(83)88390-6.
Y.G. Salman, O. Makinabakan and L. Yüceer, Tetrahedron Lett., 35, 9233 (1994); doi:10.1016/0040-4039(94)88475-7.
C.J.S. Metz, T. Ise and D.A. Haberle, Pflügers Arch., 432, 944 (1996); doi:10.1007/s004240050220.
Y. Gül Salman, G. Kök and L. Yüceer, Carbohydr. Res., 339, 1739 (2009); doi:10.1016/j.carres.2004.05.012.
N. Yenil, E. Ay, K. Ay, M. Oskay and J. Maddaluno, Carbohydr. Res., 345, 1617 (2010); doi:10.1016/j.carres.2010.03.043.
F. Cetin, N. Yenil and L. Yüceer, Carbohydr. Res., 340, 2583 (2005); doi:10.1016/j.carres.2005.09.006.
K. Ay, F. Çetin and L. Yüceer, Carbohydr. Res., 342, 1091 (2007); doi:10.1016/j.carres.2007.02.021.

References

Ph. Kocienski, in Protecting Groups, 61-68 (Goerge Thieme Verlag) (1996).

M. Fedorynski, K. Wojciechowski, Z. Matacz and M. Makosza, J. Org. Chem., 43, 4682 (1978); doi:10.1021/jo00418a043.

S. Jarosz and K. Szewczyk, Pol. J. Chem., 74, 115 (2000).

T.K.M. Shing and G.Y.C. Leung, Tetrahedron, 58, 7545 (2002); doi:10.1016/S0040-4020(02)00577-X.

G.V.M. Sharma, K. Ravinder Reddy, A. Ravi Sankar and A.C. Kunwar, Tetrahedron Lett., 42, 8893 (2001); doi:10.1016/S0040-4039(01)01889-5.

R. Gigg, S. Payne and R. Conant, Carbohydr. Res., 2, 207 (1983); doi:10.1080/07328308308057870.

T. Ogawa and S. Nakabayashi, Carbohydr. Res., 93, C1 (1981); doi:10.1016/S0008-6215(00)80764-8.

M.-Z. Liu, H.-N. Fan, Z.-W. Guo and Y.-Z. Hui, Carbohydr. Res., 290, 233 (1996); doi:10.1016/0008-6215(96)00133-4.

J. Khamsi, R.A. Ashmus, N.S. Schocker and K. Michael, Carbohydr. Res., 357, 147 (2012); doi:10.1016/j.carres.2012.05.008.

T. Takano, F. Nakatsubo and K. Murakami, Carbohydr. Res., 203, 341 (1990); doi:10.1016/0008-6215(90)80036-3.

E. Eichler, J. Kihlberg and D.R. Bundle, Glycocunjugate J., 8, 69 (1991); doi:10.1007/BF00731014.

R.T. Lee and Y.C. Lee, Carbohydr. Res., 37, 193 (1974); doi:10.1016/S0008-6215(00)87074-3.

P.B. van Seeventer, J.A.L.M. van Dorst, J.F. Siemerink, J.P. Kamerling and J.F.G. Vliegenthart, Carbohydr. Res., 300, 369 (1997); doi:10.1016/S0008-6215(97)00074-8.

A.J. Varma, J.F. Kennedy and P. Galgali, Carbohydr. Polym.,56, 429 (2004); doi:10.1016/j.carbpol.2004.03.007.

R. Lanza, R. Langer and J. P. Vacanti, Principles of Tissue Engineering, Academic Press/R.G. Landes Company, pp. 273-285 (1997).

L.N. Ştefan, A.M. Pana, M.C. Pascariu, E. Şişu, G. Bandur and L.M. Rusnac, Turk. J. Chem., 35, 757 (2011).

G. Wulff, J. Schmid and T. Venhoff, Macromol. Chem. Phys., 197, 259 (1996); doi:10.1002/macp.1996.021970120.

S. Forsén, B. Lindberg, B.-G. Silvander, B. Nilsson, K. Selin and A. Westerdahl, Acta Chem. Scand., 19, 359 (1965); doi:10.3891/acta.chem.scand.19-0359.

H. Anil, L. Yüceer and T. Yüceer, Carbohydr. Res., 123, 153 (1983); doi:10.1016/0008-6215(83)88390-6.

Y.G. Salman, O. Makinabakan and L. Yüceer, Tetrahedron Lett., 35, 9233 (1994); doi:10.1016/0040-4039(94)88475-7.

C.J.S. Metz, T. Ise and D.A. Haberle, Pflügers Arch., 432, 944 (1996); doi:10.1007/s004240050220.

Y. Gül Salman, G. Kök and L. Yüceer, Carbohydr. Res., 339, 1739 (2009); doi:10.1016/j.carres.2004.05.012.

N. Yenil, E. Ay, K. Ay, M. Oskay and J. Maddaluno, Carbohydr. Res., 345, 1617 (2010); doi:10.1016/j.carres.2010.03.043.

F. Cetin, N. Yenil and L. Yüceer, Carbohydr. Res., 340, 2583 (2005); doi:10.1016/j.carres.2005.09.006.

K. Ay, F. Çetin and L. Yüceer, Carbohydr. Res., 342, 1091 (2007); doi:10.1016/j.carres.2007.02.021.

Issue

Vol. 27 No. 1 (2015): Vol 27 Issue 1

Syntheses and Characterization of New 3-O-Allyl Ether Chloralose Derivatives

Corresponding Author(s) : Fatma Cetin Telli

Abstract

Keywords

Full Article

Download Citation

References

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