Conclusions
The 1d-, 2d-, 3d-, 4d-, 5d-, and 6d2-α-methyl-2,3,4,6-tetra-O-methyl-D-glucopyranosides, containing over 90% of deuterium were synthesized.
Literature cited
N. K. Kochetov, N. S. Vul'fson (Wulfson), O. S. Chizhov, and B. M. Zolotarev, Tetrahedron,19, 2209 (1963).
N. K. Kochetkov, N. S. Vul'fson, O, S. Chizhov, and B. M. Zolotarev, Izv. Akad. Nauk SSSR, Ser. Khim., 776 (1965).
Y. J. Topper and D. Stetten, J. Biol. Chem.,189, 191 (1951).
D. C. Baker, C. Boeder, J. Defaye, A. Gadelle, and D. Horton, Carbohydr. Res.,40, C6-C8 (1975).
H. J. Koch and A. S. Perlin, Carbohydr. Res.,15, 403 (1970).
O. Gabriel, Carbohydr. Res.,6, 319 (1968).
W. Mackie and A. S. Perlin, Can. J. Chem.,43, 2921 (1965).
P. A. Gorin, Can. J. Chem.,52, 458 (1974).
R. Kuhn, H. Trischman, and J. Löw, Angew. Chem.,67, 32 (1955).
P. Moeller, Ann.,755, 191 (1972).
N. K. Kochetkov and B. A. Dmitriev, Izv. Akad. Nauk SSSR, Ser. Khim., 2095 (1964).
L. N. Owen, S. Peat, and W. J. G. Jones, J. Chem. Soc., 339 (1941).
M. Miljkovic, M. Gligorijevic, and D. Miljkovic, J. Org. Chem.,14, 2118 (1974).
B. T. Lowton, W. A. Szarek, and J. K. N. Jones, Carbohydr. Res.,10, 456 (1969).
N. K. Kochetkov and A. I. Usov, Tetrahedron,19, 973 (1963).
K. Onodera, S. Hirano, and N. Kashimura, Carbohydr. Res.,6, 274 (1968).
A. Levin and J. Compton, J. Biol. Chem.,116, 189 (1936).
K. Freudenberg, W. Dürr, and H. Hochstetter, Ber.,61, 1739 (1928).
R. E. Gramera, R. M. Bruce, S. Hirase, and R. L. Whistler, J. Org. Chem.,28, 1401 (1963).
D. E. Kiely and H. L. Fletcher, J. Org. Chem.,33, 3723 (1968).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 201–204, January, 1977.
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Ott, A.Y., Chizhov, O.S. Synthesis of deutero analogs of α-methyl-2,3,4,6-tetra-O-methyl-D-glucopyranoside. Russ Chem Bull 26, 178–180 (1977). https://doi.org/10.1007/BF00921525
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DOI: https://doi.org/10.1007/BF00921525