Conclusions
We have synthesized methyl 2,3,4,6-tetra-O-methyl-β-D-galactopyranosides selectively labeled with deuterium in positions 1–6 with deuterium content >90%.
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Literature cited
N. K. Kochetkov, O. S. Chizhov, and B. M. Zolotarev, Izv. Akad. Nauk SSSR, Ser. Khim.,1967, 537.
A. A. Solov'ev, V. I. Kadentsev, and O. S. Chizhov, Izv. Akad. Nauk SSSR, Ser. Khim.,1976, 2256.
O. Gabriel, Carbohydr. Res.,6, 319 (1968).
Ph. Gorin, Can. J. Chem.,52, 458 (1974).
N. K. Kochetkov and B. A. Dmitriev, Izv. Akad. Nauk SSSR, Ser. Khim.,1964, 2095.
M. Barczai-Martos and F. Körösy, Nature,165, 369 (1950); W. Koenigs and E. Knorr, Ber.,34, 957 (1901); G. Zemplen and E. Pacsu, Ber.,62, 1613 (1929).
A. Stoffin and P. Stoffin, J. Org. Chem.,32, No. 2, 4001 (1967).
D. J. Bell and S. Williamson, J. Chem. Soc.,1938, 1196.
N. S. Williams and R. W. Jeanloz, J. Org. Chem.,29, 3434 (1964).
E. B. Rathbone, A. M. Stephen, and K. G. R. Pachler, Carbohydr. Res.,21, No. 1, 83 (1972).
M. Miljković, M. Gligorijević, and D. Miljković, J. Org. Chem.39, 2118 (1974).
H. J. Koch and A. S. Perlin, Carbohydr. Res.,15, 403 (1970).
R. Kuhn, T. Trischman, and J. Low, Angew. Chem.,67, 32 (1955).
A. C. Neish, Can. J. Chem.,32, 334 (1954).
T. Purdie and J. C. Irvine, J. Chem.Soc.,83, 1021 (1903).
A. Ya. Ott and O. S. Chizhov, Izv. Akad. Nauk SSSR, Ser. Khim.,1977, 201.
L. Luckett and F. Smith, J. Chetn. Soc.,1940, 1506.
D. J. Bell, J. Chem. Soc.,1940, 1543.
G. O. Aspinall and P. E. Barron, Can. J. Chem.,50, 2203 (1972).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 192–195, January, 1978.
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Ott, A.Y., Chizhov, O.S. Synthesis of deuterated methyl 2,3,4,6-Tetra-o-methyl-β-d-galactopyranosides. Russ Chem Bull 27, 168–171 (1978). https://doi.org/10.1007/BF01153233
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DOI: https://doi.org/10.1007/BF01153233