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1
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0010521788
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For reviews on squalene synthase inhibitors, see: Biller, S. A.; Neuenschwander, K.; Ponpipom, M. M.; Poulter, C. D. Curr. Pharm. Des. 1996, 2, 1-40. Abe, A.; Tomesch, J. C.; Wattanasain, S.; Prestwich, G. D. Nat. Prod. Rep. 1994, 279-302.
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Ponpipom, M.M.3
Poulter, C.D.4
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2
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0000691423
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For reviews on squalene synthase inhibitors, see: Biller, S. A.; Neuenschwander, K.; Ponpipom, M. M.; Poulter, C. D. Curr. Pharm. Des. 1996, 2, 1-40. Abe, A.; Tomesch, J. C.; Wattanasain, S.; Prestwich, G. D. Nat. Prod. Rep. 1994, 279-302.
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Abe, A.1
Tomesch, J.C.2
Wattanasain, S.3
Prestwich, G.D.4
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3
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19244368781
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Magnin, D. R.; Biller, S. A.; Chen, Y.; Dickson, J. K., Jr.; Fryszman, O. M.; Lawrence, R. M.; Logan, J. V. H.; Sieber-McMaster, E. S.; Sulsky, R. B.; Traeger, S. C.; Hsieh, D. C.; Lan, S.-J.; Rinehart, J. K.; Harrity, T. W.; Jolibois, K. G.; Kunselman, L. K.; Rich, L. C.; Slusarchyk, D. A.; Ciosek, C. P., Jr. J. Med. Chem. 1996, 39, 657-660.
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Sieber-McMaster, E.S.8
Sulsky, R.B.9
Traeger, S.C.10
Hsieh, D.C.11
Lan, S.-J.12
Rinehart, J.K.13
Harrity, T.W.14
Jolibois, K.G.15
Kunselman, L.K.16
Rich, L.C.17
Slusarchyk, D.A.18
Ciosek Jr., C.P.19
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4
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13344277992
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Dickson, J. K., Jr.; Biller, S. A.; Magnin, D. R.; Petrillo, E. W., Jr.; Hillyer, J. W.; Hsieh, D. C.; Lan, S.-J.; Rinehart, J. K.; Gregg, R. E.; Harrity, T. W.; Jolibois, K. G.; Kalinowski, S. S.; Kunselman, L. K.; Mookhtiar, K. A.; Ciosek, C. P., Jr. J. Med. Chem. 1996, 39, 661-664.
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Petrillo Jr., E.W.4
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Hsieh, D.C.6
Lan, S.-J.7
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Gregg, R.E.9
Harrity, T.W.10
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Kalinowski, S.S.12
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Ciosek Jr., C.P.15
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5
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10544249316
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U.S. Patent 3 657 282, April 18, 1972
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2,3 Christensen, B. G.; Beattie, T. R.; Graham. D. W. U.S. Patent 3 657 282, April 18, 1972. An unsubstituted α-phosphono methylsulfonate ester was reported as an adenosine phospho sulfate analog: Callahan, L.; Ng, K.; Geller, D. H.; Agarwal, K.; Schwartz, N. B. Anal. Biochem. 1989, 177, 67-71.
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Christensen, B.G.1
Beattie, T.R.2
Graham, D.W.3
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6
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0024550378
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2,3 Christensen, B. G.; Beattie, T. R.; Graham. D. W. U.S. Patent 3 657 282, April 18, 1972. An unsubstituted α-phosphono methylsulfonate ester was reported as an adenosine phospho sulfate analog: Callahan, L.; Ng, K.; Geller, D. H.; Agarwal, K.; Schwartz, N. B. Anal. Biochem. 1989, 177, 67-71.
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Callahan, L.1
Ng, K.2
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Agarwal, K.4
Schwartz, N.B.5
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7
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0001431501
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(a) Hanessian, S.; Delorme, D.; Beaudoin, S.; Leblanc, Y. J. Am. Chem. Soc. 1984, 106, 5754-5756.
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0025000351
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(b) Hanessian, S.; Bennani, Y. L.; Delorme, D. Tetrahedron Lett. 1990, 31, 6461-6464.
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Hanessian, S.1
Bennani, Y.L.2
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11
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0025348425
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Denmark, S. E.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 864-866. Denmark, S. E.; Miller, P. C.; Wilson, S. R. J. Am. Chem. Soc. 1991, 113, 1468-1470.
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Denmark, S.E.1
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12
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0001461597
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Denmark, S. E.; Dorow, R. L. J. Am. Chem. Soc. 1990, 112, 864-866. Denmark, S. E.; Miller, P. C.; Wilson, S. R. J. Am. Chem. Soc. 1991, 113, 1468-1470.
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Denmark, S.E.1
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Wilson, S.R.3
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13
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-
10544235993
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-
Control studies indicate that the reduced diastereoselectivity in the sulfuration is not the result of epimerization of sulfurated phosphonate 10
-
Control studies indicate that the reduced diastereoselectivity in the sulfuration is not the result of epimerization of sulfurated phosphonate 10.
-
-
-
-
14
-
-
10544256006
-
-
note
-
4 (pH = 4.6), 16% 2-propanol, and 6% methanol. The retention times were 24.5 and 15.7 min, respectively.
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-
-
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15
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0000139852
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Carretero, J. C.; Demillequand, M.; Ghosez, L. Tetrahedron 1987, 43, 5125-5134.
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Tetrahedron
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Carretero, J.C.1
Demillequand, M.2
Ghosez, L.3
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16
-
-
10544244450
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-
note
-
Details of the X-ray structural analysis for 5(S) and the related compound i of ref 2 are included as Supporting Information. Atomic coordinates for both compounds have been deposited in the Cambridge Crystallographic Database and can be obtained upon request to the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 IEZ, U.K.
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-
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17
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0027436434
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Ciosek, C. P., Jr.; Magnin, D. R.; Harrity, T. W.; Logan, J. V. H.; Dickson, J. K., Jr.; Gordon, E. M.; Hamilton, K. A.; Jolibois, K. G.; Kunselman, L. K.; Lawrence, R. M.; Mookhtiar, K. A.; Rich, L. C.; Slusarchyk, D. A.; Sulsky, R. B.; Biller, S. A. J. Biol. Chem. 1993, 268, 24832-24837.
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Ciosek Jr., C.P.1
Magnin, D.R.2
Harrity, T.W.3
Logan, J.V.H.4
Dickson Jr., J.K.5
Gordon, E.M.6
Hamilton, K.A.7
Jolibois, K.G.8
Kunselman, L.K.9
Lawrence, R.M.10
Mookhtiar, K.A.11
Rich, L.C.12
Slusarchyk, D.A.13
Sulsky, R.B.14
Biller, S.A.15
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19
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10544244890
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-
note
-
Compound 1(S) was isolated from the 3 and 6 h plasma samples and the 0-12 h bile samples of rats that had received single 40 μmol/kg oral doses of 2(S) and analyzed for 1(R) and 1(S) by HPLC using the assay reported in ref 8. The results showed that the isolated samples contained greater than 99.5% of 1(S).
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22
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0029109780
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Anderson, C. J.; Lucas, L. J. H.; Widlanski, T. S. J. Am. Chem. Soc. 1995, 117, 3889-3890.
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Anderson, C.J.1
Lucas, L.J.H.2
Widlanski, T.S.3
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23
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10544230915
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-
note
-
10 of the related α-phosphono sulfonate (structure i of ref 2).
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