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34548097065
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Hecker, S. J.; Reddy, K. R.; van Poelje, P. D.; Sun, Z.; Huang, W.; Varkhedkar, V.; Reddy, M. V.; Fujitaki, J. M.; Olsen, D. B.; Koeplinger, K. A.; Boyer, S. H.; Linemeyer, D. L.; MacCoss, M.; Erion, M. D. J. Med. Chem. 2007, 50, 3891.
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Koeplinger, K.A.10
Boyer, S.H.11
Linemeyer, D.L.12
MacCoss, M.13
Erion, M.D.14
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17
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0242299595
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Hu, L.; Yu, C.; Jiang, Y.; Han, J.; Li, Z.; Browne, P.; Race, P. R.; Knox, R. J.; Searle, P. F.; Hyde, E. I. J. Med. Chem. 2003, 46, 4818.
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Knox, R.J.8
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19
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58149308920
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Erion suggested that the prodrug cleavage proceeds via an initial oxidation at C4 (see ref 12, and Hu suggested that an electron-donating group in the aromatic ring facilitates the prodrug cleavage see ref 16, however, no fundamental explanations for the selective prodrug cleavage were given
-
Erion suggested that the prodrug cleavage proceeds via an initial oxidation at C4 (see ref 12), and Hu suggested that an electron-donating group in the aromatic ring facilitates the prodrug cleavage (see ref 16), however, no fundamental explanations for the selective prodrug cleavage were given.
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20
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24144497090
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Cruz-Gregorio, S.; Sánchez, M.; Clara-Sosa, A.; Bérnes, S.; Quintero, L.; Sartillo-Piscil, F. J. Org. Chem. 2005, 70, 7107.
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24
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58149279927
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Neeser, J.-T.; Tronchet, J. M. J.; Charollais, E. J. Can. J. Chem. 1983, 61, 13.
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Neeser, J.-T.1
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Charollais, E.J.3
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26
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58149292341
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3,2-dioxaphosphorinane rings into a chair conformation that orients the phenyl group equatorially
-
The phenyl group placed at the C4 position has been used to lock the spontaneous chair-chair equilibrium of 1
-
The phenyl group placed at the C4 position has been used to lock the spontaneous chair-chair equilibrium of 1,3,2-dioxaphosphorinane rings into a chair conformation that orients the phenyl group equatorially. See refs 27-31.
-
See refs
, pp. 27-31
-
-
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27
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33748335560
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Jankowski, S.; Marczak, J.; Olczak, A.; Glowka, M. L. Tetrahedron Lett. 2006, 47, 3341.
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Glowka, M.L.4
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29
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0028075139
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Hulst, R.1
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de Vries, N.K.3
Feringa, B.L.4
-
30
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0034607338
-
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Hulst, R.; Visser, J. M.; de Vries, N. K.; Zijlstra, R. W. J.; Kooijman, H.; Smeets, W.; Spek, A. L.; Feringa, B. L. J. Am. Chem. Soc. 2000, 122, 3135.
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Hulst, R.1
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de Vries, N.K.3
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Kooijman, H.5
Smeets, W.6
Spek, A.L.7
Feringa, B.L.8
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31
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1542335302
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Sartillo-Piscil, F.; Meza-León, R.; Quintero, L. Rev. Soc. Quim. Méx. 2002, 46, 330.
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Sartillo-Piscil, F.1
Meza-León, R.2
Quintero, L.3
-
32
-
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58149280915
-
-
It is important to mention that in this work, the C4 position of the 1,3,2-dioxaphosphorinane nomenclature corresponds to the C5′ position of xylofuranose nomenclature.
-
It is important to mention that in this work, the C4 position of the 1,3,2-dioxaphosphorinane nomenclature corresponds to the C5′ position of xylofuranose nomenclature.
-
-
-
-
33
-
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58149306454
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Crystallographic data were deposited in Cambridge Crystallographic Data Base (CCDC-660542).
-
Crystallographic data were deposited in Cambridge Crystallographic Data Base (CCDC-660542).
-
-
-
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35
-
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0012820897
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Gorenstein, D. G.; Rowell, R.; Findlay, J. J. Am. Chem. Soc. 1980, 102, 5077.
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Gorenstein, D.G.1
Rowell, R.2
Findlay, J.3
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37
-
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58149294112
-
-
Crystallographic data were deposited in Cambridge Crystallographic Data Base (CCDC-660543).
-
Crystallographic data were deposited in Cambridge Crystallographic Data Base (CCDC-660543).
-
-
-
-
38
-
-
58149314653
-
-
31P-NMR after purification by column chromatography.
-
31P-NMR after purification by column chromatography.
-
-
-
-
39
-
-
58149303369
-
-
It is well documented that cyclic phosphates undergo hydrolysis in protic media or basic conditions see refs 7 and 34, however, the cyclic phosphates 4d, 6d, and 7d showed to be resistant to hydrolysis in methanol
-
It is well documented that cyclic phosphates undergo hydrolysis in protic media or basic conditions (see refs 7 and 34), however, the cyclic phosphates 4d, 6d, and 7d showed to be resistant to hydrolysis in methanol.
-
-
-
-
40
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0004200453
-
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CRC Press, Inc, Boca Raton, FL
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Juaristi, E.; Cuevas, G. The Anomeric Effect; CRC Press, Inc.: Boca Raton, FL, 1995.
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(1995)
The Anomeric Effect
-
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Juaristi, E.1
Cuevas, G.2
-
44
-
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58149316720
-
-
Fully spectroscopic characterization is provided in the Supporting Information
-
Fully spectroscopic characterization is provided in the Supporting Information.
-
-
-
-
45
-
-
14344264586
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Hernández, J.; Ramos, R.; Sastre, N.; Meza, R.; Hommer, H.; Salas, M.; Gordillo, B. Tetrahedron 2004, 60, 10927.
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Tetrahedron
, vol.60
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-
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Hernández, J.1
Ramos, R.2
Sastre, N.3
Meza, R.4
Hommer, H.5
Salas, M.6
Gordillo, B.7
-
47
-
-
58149277827
-
-
Crystallographic data were deposited in Cambridge Crystallographic Data Base (CCDC-687297).
-
Crystallographic data were deposited in Cambridge Crystallographic Data Base (CCDC-687297).
-
-
-
-
48
-
-
58149300319
-
-
First, phosphorylation, then spontaneous conversion (in situ), and finally removal of the phosphate group with lithium aluminium hydride (LAH): (Chemical Equation Presented)
-
First, phosphorylation, then spontaneous conversion (in situ), and finally removal of the phosphate group with lithium aluminium hydride (LAH): (Chemical Equation Presented)
-
-
-
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