-
3
-
-
0141569444
-
-
Kitada, S.; Leone, M.; Sareth, S.; Zhai, D.; Reed, J. C.; Pellecchia, M. J. Med. Chem. 2003, 46, 4259-4264
-
(2003)
J. Med. Chem.
, vol.46
, pp. 4259-4264
-
-
Kitada, S.1
Leone, M.2
Sareth, S.3
Zhai, D.4
Reed, J.C.5
Pellecchia, M.6
-
4
-
-
0038682166
-
-
Zhang, M.; Liu, H.; Guo, R.; Ling, Y.; Wu, X.; Li, B.; Roller, P. P.; Wang, S.; Yang, D. Biochem. Pharmacol. 2003, 66, 93-103
-
(2003)
Biochem. Pharmacol.
, vol.66
, pp. 93-103
-
-
Zhang, M.1
Liu, H.2
Guo, R.3
Ling, Y.4
Wu, X.5
Li, B.6
Roller, P.P.7
Wang, S.8
Yang, D.9
-
5
-
-
84855633540
-
-
Ascenta Therapeutics Web site. (accessed October 27)
-
Ascenta Therapeutics Web site. http://www.ascenta.com/development/index. php#at101 (accessed October 27, 2010).
-
(2010)
-
-
-
6
-
-
78651511464
-
-
See also:; US2003008924A1
-
See also: Wang, S.; Yang, D. US2003008924A1, 2003.
-
(2003)
-
-
Wang, S.1
Yang, D.2
-
7
-
-
33744473203
-
-
See also:;;; Helv. Chim. Acta 1989, 72, 353-360
-
Edward, J. D., Jr.; Cashaw, J. L. J. Am. Chem. Soc. 1956, 78, 3224-3225 See also: Ognyanov, V. I.; Petrov, O. S.; Tiholov, E. P.; Mollov, N. M. Helv. Chim. Acta 1989, 72, 353-360
-
(1956)
J. Am. Chem. Soc.
, vol.78
, pp. 3224-3225
-
-
Edward Jr., J.D.1
Cashaw, J.L.2
Ognyanov, V.I.3
Petrov, O.S.4
Tiholov, E.P.5
Mollov, N.M.6
-
12
-
-
0037325534
-
-
Brown, W. M.; Metzger, L. E.; Barlow, J. P.; Humsaker, L. A.; Deck, L. M.; Royer, R. E.; Vander Jagt, D. L. Chem.-Biol. Interact 2003, 143-144, 481-491
-
(2003)
Chem.-Biol. Interact
, vol.143-144
, pp. 481-491
-
-
Brown, W.M.1
Metzger, L.E.2
Barlow, J.P.3
Humsaker, L.A.4
Deck, L.M.5
Royer, R.E.6
Vander Jagt, D.L.7
-
13
-
-
1942529509
-
-
Becattini, B.; Kitada, S.; Leone, M.; Monosov, E.; Chandler, S.; Zhai, D.; Kipps, T. J.; Reed, J. C.; Pellecchia, M. Chem. Biol. 2004, 11, 389-395
-
(2004)
Chem. Biol.
, vol.11
, pp. 389-395
-
-
Becattini, B.1
Kitada, S.2
Leone, M.3
Monosov, E.4
Chandler, S.5
Zhai, D.6
Kipps, T.J.7
Reed, J.C.8
Pellecchia, M.9
-
14
-
-
67650717805
-
-
Wei, J.; Kitada, S.; Rega, M. F.; Stebbins, J. L.; Zhai, D.; Cellitti, J.; Yuan, H.; Emdadi, A.; Dahl, R.; Zhang, Z.; Yang, L.; Reed, J. C.; Pellecchia, M. J. Med. Chem. 2009, 52, 4511-4523
-
(2009)
J. Med. Chem.
, vol.52
, pp. 4511-4523
-
-
Wei, J.1
Kitada, S.2
Rega, M.F.3
Stebbins, J.L.4
Zhai, D.5
Cellitti, J.6
Yuan, H.7
Emdadi, A.8
Dahl, R.9
Zhang, Z.10
Yang, L.11
Reed, J.C.12
Pellecchia, M.13
-
15
-
-
19444387314
-
-
Tilly, D.; Castanet, A.-S.; Mortier, J. Chem. Lett. 2005, 34, 446-447
-
(2005)
Chem. Lett.
, vol.34
, pp. 446-447
-
-
Tilly, D.1
Castanet, A.-S.2
Mortier, J.3
-
16
-
-
34247636039
-
-
Nguyen, T. H.; Chau, N. T. T.; Castanet, A.-S.; Nguyen, K. P. P.; Mortier, J. J. Org. Chem. 2007, 72, 3419-3429
-
(2007)
J. Org. Chem.
, vol.72
, pp. 3419-3429
-
-
Nguyen, T.H.1
Chau, N.T.T.2
Castanet, A.-S.3
Nguyen, K.P.P.4
Mortier, J.5
-
17
-
-
33644752654
-
-
Nguyen, T. H.; Castanet, A.-S.; Mortier, J. Org. Lett. 2006, 8, 765-768
-
(2006)
Org. Lett.
, vol.8
, pp. 765-768
-
-
Nguyen, T.H.1
Castanet, A.-S.2
Mortier, J.3
-
18
-
-
20544457346
-
-
Nguyen, T. H.; Chau, N. T. T.; Castanet, A.-S.; Nguyen, K. P. P.; Mortier, J. Org. Lett. 2005, 7, 2445-2448
-
(2005)
Org. Lett.
, vol.7
, pp. 2445-2448
-
-
Nguyen, T.H.1
Chau, N.T.T.2
Castanet, A.-S.3
Nguyen, K.P.P.4
Mortier, J.5
-
19
-
-
77952403302
-
-
Substitution of the methoxy group in unprotected 2-methoxy-1-naphthoic acid and 1-methoxy-2-naphthoic acid to afford the corresponding anthranilic acids occurs upon reaction with lithioamides
-
Substitution of the methoxy group in unprotected 2-methoxy-1-naphthoic acid and 1-methoxy-2-naphthoic acid to afford the corresponding anthranilic acids occurs upon reaction with lithioamides: Belaud-Rotureau, M.; Le, T. T.; Phan, T. H. T.; Nguyen, T. H.; Aissaoui, R.; Gohier, F.; Derdour, A.; Nourry, A.; Castanet, A.-S.; Nguyen, K. P. P.; Mortier, J. Org. Lett. 2010, 12, 2406-2409
-
(2010)
Org. Lett.
, vol.12
, pp. 2406-2409
-
-
Belaud-Rotureau, M.1
Le, T.T.2
Phan, T.H.T.3
Nguyen, T.H.4
Aissaoui, R.5
Gohier, F.6
Derdour, A.7
Nourry, A.8
Castanet, A.-S.9
Nguyen, K.P.P.10
Mortier, J.11
-
20
-
-
0001503057
-
-
Plunian, B.; Mortier, J.; Vaultier, M.; Toupet, L. J. Org. Chem. 1996, 61, 5206-5207
-
(1996)
J. Org. Chem.
, vol.61
, pp. 5206-5207
-
-
Plunian, B.1
Mortier, J.2
Vaultier, M.3
Toupet, L.4
-
21
-
-
53149085620
-
-
Prepared by metalation of veratric acid with LTMP (4 equiv) at 0 °C followed by quench with iodomethane. See
-
Prepared by metalation of veratric acid with LTMP (4 equiv) at 0 °C followed by quench with iodomethane. See: Chau, N. T. T.; Nguyen, T. H.; Castanet, A.-S.; Nguyen, K. P. P.; Mortier, J. Tetrahedron 2008, 64, 10552-10557
-
(2008)
Tetrahedron
, vol.64
, pp. 10552-10557
-
-
Chau, N.T.T.1
Nguyen, T.H.2
Castanet, A.-S.3
Nguyen, K.P.P.4
Mortier, J.5
-
25
-
-
37049078034
-
-
Bennetau, B.; Mortier, J.; Moyroud, J.; Guesnet, J. L. J. Chem. Soc., Perkin Trans. 1 1995, 1265-1271
-
(1995)
J. Chem. Soc., Perkin Trans. 1
, pp. 1265-1271
-
-
Bennetau, B.1
Mortier, J.2
Moyroud, J.3
Guesnet, J.L.4
-
27
-
-
0010137917
-
-
Buttery, C. D.; Knight, D. W.; Nott, A. P. Tetrahedron Lett. 1982, 23, 4127-4130
-
(1982)
Tetrahedron Lett.
, vol.23
, pp. 4127-4130
-
-
Buttery, C.D.1
Knight, D.W.2
Nott, A.P.3
-
28
-
-
0001766999
-
-
Comins, D. L.; Brown, J. D.; Mantlo, N. B. Tetrahedron Lett. 1982, 39, 3979-3982
-
(1982)
Tetrahedron Lett.
, vol.39
, pp. 3979-3982
-
-
Comins, D.L.1
Brown, J.D.2
Mantlo, N.B.3
-
29
-
-
13844315856
-
-
Remetalation of 5d presumably occurs faster than destruction of the excess of LTMP by the electrophile. See
-
Remetalation of 5d presumably occurs faster than destruction of the excess of LTMP by the electrophile. See: Gohier, F.; Castanet, A.-S.; Mortier, J. J. Org. Chem. 2005, 70, 1501-1504
-
(2005)
J. Org. Chem.
, vol.70
, pp. 1501-1504
-
-
Gohier, F.1
Castanet, A.-S.2
Mortier, J.3
-
31
-
-
0000077999
-
-
Marsais, F.; Cronnier, A.; Trecourt, F.; Quéguiner, G. J. Org. Chem. 1987, 52, 1133-1136
-
(1987)
J. Org. Chem.
, vol.52
, pp. 1133-1136
-
-
Marsais, F.1
Cronnier, A.2
Trecourt, F.3
Quéguiner, G.4
-
32
-
-
0037593065
-
-
Only one example of lateral lithiation of a naphthoic acid derivative was mentioned in the literature:;, Compound A, upon treatment with LDA, was converted to a dilithium anion B which was carboxylated and hydrolyzed to give naphthaleneacetic acid C. The benzylic anion is stabilized by coordination of the lithium with the carboxylate
-
Only one example of lateral lithiation of a naphthoic acid derivative was mentioned in the literature: Hauser, F. M.; Rhee, R. J. Am. Chem. Soc. 1977, 99, 4533-4534 Compound A, upon treatment with LDA, was converted to a dilithium anion B which was carboxylated and hydrolyzed to give naphthaleneacetic acid C. The benzylic anion is stabilized by coordination of the lithium with the carboxylate.
-
(1977)
J. Am. Chem. Soc.
, vol.99
, pp. 4533-4534
-
-
Hauser, F.M.1
Rhee, R.2
-
33
-
-
2942620585
-
-
Lateral lithiations involving trianions are very scarce. See
-
Lateral lithiations involving trianions are very scarce. See: Tahara, N.; Fukuda, T.; Iwao, M. Tetrahedron Lett. 2004, 45, 5117-5120
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 5117-5120
-
-
Tahara, N.1
Fukuda, T.2
Iwao, M.3
-
34
-
-
0023892786
-
-
Katz, A. H.; Demerson, C. A.; Shaw, C. C.; Asselin, A. A.; Humber, L. G.; Conway, K. M.; Gavin, G.; Guinosso, C.; Jensen, N. P.; Mobilio, D.; Noureldin, R.; Schmid, J.; Shah, U.; Van Engen, D.; Chau, T. T.; Weichman, B. M. J. Med. Chem. 1988, 31, 1244-1250
-
(1988)
J. Med. Chem.
, vol.31
, pp. 1244-1250
-
-
Katz, A.H.1
Demerson, C.A.2
Shaw, C.C.3
Asselin, A.A.4
Humber, L.G.5
Conway, K.M.6
Gavin, G.7
Guinosso, C.8
Jensen, N.P.9
Mobilio, D.10
Noureldin, R.11
Schmid, J.12
Shah, U.13
Van Engen, D.14
Chau, T.T.15
Weichman, B.M.16
-
36
-
-
0034616313
-
-
Bringmann, G.; Ochse, M.; Götz, R. J. Org. Chem. 2000, 65, 2069-2077
-
(2000)
J. Org. Chem.
, vol.65
, pp. 2069-2077
-
-
Bringmann, G.1
Ochse, M.2
Götz, R.3
-
37
-
-
0141520594
-
-
Bringmann, G.; Hamm, A.; Schraut, M. Org. Lett. 2003, 5, 2805-2808
-
(2003)
Org. Lett.
, vol.5
, pp. 2805-2808
-
-
Bringmann, G.1
Hamm, A.2
Schraut, M.3
-
38
-
-
27744587308
-
-
Frija, L. M. T.; Cristiano, M. L. S.; Guimarães, E. M. O.; Martins, N. C.; Loureiro, R. M. S.; Bickley, J. F. J. Mol. Catal. A: Chem. 2005, 242 (1-2) 241-250
-
(2005)
J. Mol. Catal. A: Chem.
, vol.242
, Issue.1-2
, pp. 241-250
-
-
Frija, L.M.T.1
Cristiano, M.L.S.2
Guimarães, E.M.O.3
Martins, N.C.4
Loureiro, R.M.S.5
Bickley, J.F.6
-
39
-
-
0000958301
-
-
Armstrong, D. R.; Breckenbridge, R. J.; Cameron, C.; Nonhebel, D. C.; Pauson, P. L.; Perkins, P. G. Tetrahedron Lett. 1983, 24, 1071-1074
-
(1983)
Tetrahedron Lett.
, vol.24
, pp. 1071-1074
-
-
Armstrong, D.R.1
Breckenbridge, R.J.2
Cameron, C.3
Nonhebel, D.C.4
Pauson, P.L.5
Perkins, P.G.6
-
40
-
-
78651502551
-
-
The protons H4,H4′ (7.60 ppm) show clear interactions with the methyl group at 2.54 ppm. There are also spatial interactions between H8,H8′ (7.50 ppm) and MeO (3.91 ppm)
-
The protons H4,H4′ (7.60 ppm) show clear interactions with the methyl group at 2.54 ppm. There are also spatial interactions between H8,H8′ (7.50 ppm) and MeO (3.91 ppm).
-
-
-
-
41
-
-
0029012729
-
-
Royer, R. E.; Deck, L. M.; Vander Jagt, T. J.; Martinez, F. J.; Mills, R. G.; Young, S. A.; Vander Jagt, D. L. J. Med. Chem. 1995, 38, 2427-2432
-
(1995)
J. Med. Chem.
, vol.38
, pp. 2427-2432
-
-
Royer, R.E.1
Deck, L.M.2
Vander Jagt, T.J.3
Martinez, F.J.4
Mills, R.G.5
Young, S.A.6
Vander Jagt, D.L.7
-
43
-
-
84855633541
-
-
Prepared from 3,4-dimethoxy-2-methylbenzoic acid (10) according to ref 14. Compound 10 was prepared by metalation of veratric acid with LTMP (4 equiv) at 0 °C followed by quench with iodomethane: see ref 13
-
Prepared from 3,4-dimethoxy-2-methylbenzoic acid (10) according to ref 14. Compound 10 was prepared by metalation of veratric acid with LTMP (4 equiv) at 0 °C followed by quench with iodomethane: see ref 13.
-
-
-
-
44
-
-
78651493351
-
-
Tetsuya, T.; Hirohisa, D.; Tokutaro, O.; Tsuyoshi, O.; Iwao, O.; Eiichi, K. Tetrahedron 2004, 60, 6295-6310
-
(2004)
Tetrahedron
, vol.60
, pp. 6295-6310
-
-
Tetsuya, T.1
Hirohisa, D.2
Tokutaro, O.3
Tsuyoshi, O.4
Iwao, O.5
Eiichi, K.6
-
46
-
-
37049094729
-
-
Armstrong, D. R.; Cameron, C.; Nonhebel, D. C.; Perkins, P. G. J. Chem. Soc., Perkin Trans. 2 1983, 563-568
-
(1983)
J. Chem. Soc., Perkin Trans. 2
, pp. 563-568
-
-
Armstrong, D.R.1
Cameron, C.2
Nonhebel, D.C.3
Perkins, P.G.4
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