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0017818691
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A few aminoglycoside antibiotics containing benzoyl protective groups are known to be O-(methylthio)thiocarbonylated under basic condition in low yields: for example see T. Hayashi, T. Iwaoka, N. Takeda and E. Ohki, Chem. Pharm. Bull., 26, 1786 (1978).
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R. E. Carney, B. McAlpine, M. Jackson, R. S. Stanaszek, W. H. Washburn, M. Cirovic and S. L. Mueller, J. Antibiot., 31, 441 (1978).
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Some examples used for sugar derivatives : J. P. Ferris, S. Singh and T. A. Newton, J. Org. Chem., 44, 173 (1979); D. Dess, H. P. Kleine, D. V. Weinberg, R. J. Kaufman and R. S. Sidhu, Synthesis, 883 (1981); D. Loganathan, A. J. Amonkar and G. K. Trivedi, Ind. J. Chem., 22B, 400 (1983).
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Ferris, J.P.1
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26
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1842273840
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Some examples used for sugar derivatives : J. P. Ferris, S. Singh and T. A. Newton, J. Org. Chem., 44, 173 (1979); D. Dess, H. P. Kleine, D. V. Weinberg, R. J. Kaufman and R. S. Sidhu, Synthesis, 883 (1981); D. Loganathan, A. J. Amonkar and G. K. Trivedi, Ind. J. Chem., 22B, 400 (1983).
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Dess, D.1
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27
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1842273840
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Some examples used for sugar derivatives : J. P. Ferris, S. Singh and T. A. Newton, J. Org. Chem., 44, 173 (1979); D. Dess, H. P. Kleine, D. V. Weinberg, R. J. Kaufman and R. S. Sidhu, Synthesis, 883 (1981); D. Loganathan, A. J. Amonkar and G. K. Trivedi, Ind. J. Chem., 22B, 400 (1983).
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Loganathan, D.1
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28
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0001165001
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Solid - liquid two phase methods are known to be milder than liquid - liquid two phase methods: for examples see M. Fedorynski, K. Wojciechowski, Z. Matacz and M. Makosza, J. Org. Chem., 43, 4682 (1978); V. G. Purohit and R. Subramanian, Chem. Ind., 731 (1978); G. V. Kryshtal, V. V. Kulganek, V. F. Kucherov and L. A. Yanovskaya, Synthesis, 107 (1979).
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Fedorynski, M.1
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Makosza, M.4
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29
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0001165001
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Solid - liquid two phase methods are known to be milder than liquid - liquid two phase methods: for examples see M. Fedorynski, K. Wojciechowski, Z. Matacz and M. Makosza, J. Org. Chem., 43, 4682 (1978); V. G. Purohit and R. Subramanian, Chem. Ind., 731 (1978); G. V. Kryshtal, V. V. Kulganek, V. F. Kucherov and L. A. Yanovskaya, Synthesis, 107 (1979).
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Purohit, V.G.1
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30
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-
0001165001
-
-
Solid - liquid two phase methods are known to be milder than liquid - liquid two phase methods: for examples see M. Fedorynski, K. Wojciechowski, Z. Matacz and M. Makosza, J. Org. Chem., 43, 4682 (1978); V. G. Purohit and R. Subramanian, Chem. Ind., 731 (1978); G. V. Kryshtal, V. V. Kulganek, V. F. Kucherov and L. A. Yanovskaya, Synthesis, 107 (1979).
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Kryshtal, G.V.1
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31
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46149129699
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Itoh, T.1
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32
-
-
3142605395
-
-
note
-
36 (dropwise addition of benzoyl chloride to a dichloromethane solution of the latter compound in the presence of pyridine): syrup, 60 % yield, α/β = 1 : 3.
-
-
-
-
33
-
-
3142573210
-
-
note
-
1H NMR spectrum.
-
-
-
-
34
-
-
3142599291
-
-
note
-
1H NMR spectrum and thin-layer chromatogram of the mixture indicated the presence only of 2α and 2β.
-
-
-
-
35
-
-
0007684213
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T. Murai, Y. Ogino, T. Mizutani, T. Kanda and S. Kato, J. Org. Chem., 60, 2942 (1995).
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Murai, T.1
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Kanda, T.4
Kato, S.5
-
36
-
-
3142530970
-
-
note
-
Commercially available material (Aldrich Chemical Company, Inc.).
-
-
-
-
37
-
-
0000133149
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-
S. Koto, N. Morishima, Y. Miyata and S. Zen, Bull. Chem. Soc. Jpn., 49, 2639 (1976).
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Koto, S.1
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38
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0002748511
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A. Marra and P. Sinaÿ, Carbohydr. Res., 187, 35 (1989); T. Ercégovic and G. Magnusson, J. Org. Chem., 60, 3378 (1995).
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Marra, A.1
Sinaÿ, P.2
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39
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0029006022
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A. Marra and P. Sinaÿ, Carbohydr. Res., 187, 35 (1989); T. Ercégovic and G. Magnusson, J. Org. Chem., 60, 3378 (1995).
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Ercégovic, T.1
Magnusson, G.2
-
40
-
-
3142637195
-
-
note
-
Recent reinvestigation on the anomeric configuration of the compound 4α using a 270MHz-NMR apparatus revealed that 4α has the a configuration. The corresponding compound 4β in the reference 23 should be read as compound 4α.
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