SCOPUS 정보 검색 플랫폼

Volumn , Issue 16, 2006, Pages 3730-3737

Amino acid esters and amides for reductive amination of mucochloric acid: Synthesis of novel γ-lactams, short peptides and antiseizure agent Levetiracetam (Keppra®)

(4) Das Sarma, Koushik a Zhang, Ji a Huang, Yun a Davidson, James G a

a PFIZER INC (United States)

Author keywords

Lactam; Levetiracetam; Mucochloric acid; Reductive animation; Short peptides

Indexed keywords

EID: 33748357081 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.200600153 Document Type: Article

Times cited : (47)

References (54)

1
- 0033022744
- a) E. J. Corey, W.-D. Z. Li, Chem. Pharm. Bull. 1999, 47, 1-10;
- (1999) Chem. Pharm. Bull. , vol.47 , pp. 1-10
- Corey, E.J.¹ Li, W.-D.Z.²

2
- 0033859279
- b) C. E. Masse, A. J. Morgan, J. Adams, J. S. Panek, Eur. J. Org. Chem. 2000, 2513-2528;
- (2000) Eur. J. Org. Chem. , pp. 2513-2528
- Masse, C.E.¹ Morgan, A.J.² Adams, J.³ Panek, J.S.⁴

3
- 0037455147
- c) R. H. Feling, G. O. Buchanan, T. J. Mincer, C. A. Kauffman, P. R. Jensen, W. Fenical, Angew. Chem. Int. Ed. 2003, 42, 355-357;
- (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 355-357
- Feling, R.H.¹ Buchanan, G.O.² Mincer, T.J.³ Kauffman, C.A.⁴ Jensen, P.R.⁵ Fenical, W.⁶

4
- 0033529811
- d) A. G. M. Barrett, J. Head, M. L. Smith, N. S. Stock, A. J. P. White, D. J. Williams, J. Org. Chem. 1999, 64, 6005-6018;
- (1999) J. Org. Chem. , vol.64 , pp. 6005-6018
- Barrett, A.G.M.¹ Head, J.² Smith, M.L.³ Stock, N.S.⁴ White, A.J.P.⁵ Williams, D.J.⁶

5
- 33644835841
- e) P. W. Sorensen, J. M. Fine, V. Dvornikovs, C. S. Jeffrey, F. Shao, J. Wang, L. A. Vrieze, K. R. Anderson, T. R. Hoye, Nat. Chem. Biol. 2005, 1, 324-328.
- (2005) Nat. Chem. Biol. , vol.1 , pp. 324-328
- Sorensen, P.W.¹ Fine, J.M.² Dvornikovs, V.³ Jeffrey, C.S.⁴ Shao, F.⁵ Wang, J.⁶ Vrieze, L.A.⁷ Anderson, K.R.⁸ Hoye, T.R.⁹

6
- 33748369804
- Eur. Pat. Appl. No. EP 0393607 A2 19901024, 1990
- a) S. Fuji, H. Kawamura, S. Watanabe, Eur. Pat. Appl. No. EP 0393607 A2 19901024, 1990;
- Fuji, S.¹ Kawamura, H.² Watanabe, S.³

7
- 33748363430
- PCP Int. Appl. No. WO 9307141 A1 19921002, 1992.
- b) P. E. Bender, S. B. Christensen IV, PCP Int. Appl. No. WO 9307141 A1 19921002, 1992.
- Bender, P.E.¹ Christensen IV, S.B.²

8
- 33748353134
- PCP Int. Appl. WO 0144230 A1 20010621, 2001
- a) C. Dominguez, G. Chen, N. Xi, S. Xu, N. Han, Q. Liu, Q. Huang, A. Siegmund, M. Handley, L. Liu, A. S. Kiselyov, PCP Int. Appl. WO 0144230 A1 20010621, 2001;
- Dominguez, C.¹ Chen, G.² Xi, N.³ Xu, S.⁴ Han, N.⁵ Liu, Q.⁶ Huang, Q.⁷ Siegmund, A.⁸ Handley, M.⁹ Liu, L.¹⁰ Kiselyov, A.S.¹¹

9
- 33748372525
- Eur. Pat. Appl. No. EP 1180513 A1 20020220, 2002
- b) Y. Ishihara, S. Imamura, S. Hashiguchi, O. Nishimura, N. Kanzaki, M. Baba, Eur. Pat. Appl. No. EP 1180513 A1 20020220, 2002;
- Ishihara, Y.¹ Imamura, S.² Hashiguchi, S.³ Nishimura, O.⁴ Kanzaki, N.⁵ Baba, M.⁶

10
- 0037038311
- c) J. J.-W. Duan, L. Chen, Z. R. Wasserman, Z. Lu. R.-Q. Liu, M. B. Covington, M. Qian, K. D. Hardman, R. L. Magolda, R. C. Newton, D. D. Christ, R. R. Wexler, C. P. Decicco, J. Med. Chem. 2002, 45, 4954-4957.
- (2002) J. Med. Chem. , vol.45 , pp. 4954-4957
- Duan, J.J.-W.¹ Chen, L.² Wasserman, Z.R.³ Lu, Z.⁴ Liu, R.-Q.⁵ Covington, M.B.⁶ Qian, M.⁷ Hardman, K.D.⁸ Magolda, R.L.⁹ Newton, R.C.¹⁰ Christ, D.D.¹¹ Wexler, R.R.¹² Decicco, C.P.¹³

11
- 0029882080
- P. A. Reddy, B. C. H. Hsiang, T. N. Latifi, M. W. Hill, K. E. Woodward, S. M. Rothman, J. A. Ferrendelli, D. F. Covey, J. Med. Chem. 1996, 39, 1898-1906.
- (1996) J. Med. Chem. , vol.39 , pp. 1898-1906
- Reddy, P.A.¹ Hsiang, B.C.H.² Latifi, T.N.³ Hill, M.W.⁴ Woodward, K.E.⁵ Rothman, S.M.⁶ Ferrendelli, J.A.⁷ Covey, D.F.⁸

12
- 5144222589
- a) W. M. Kazmierski, W. Andrews, E. Furfine, A. Spaltenstein, L. Wright, Bioorg. Med. Chem. Lett. 2004, 14, 5689-5692;
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 5689-5692
- Kazmierski, W.M.¹ Andrews, W.² Furfine, E.³ Spaltenstein, A.⁴ Wright, L.⁵

13
- 0034608468
- b) A. Spaltenstein, M. R. Almond, W. J. Bock, D. G. Cleary, E. S. Furfine, R. J. Hazen, W. M. Kazmierski, F. G. Salituro, R. D. Tung, L. L. Wright, Bioorg. Med Chem. Lett. 2000, 10, 1159-1162;
- (2000) Bioorg. Med. Chem. Lett. , vol.10 , pp. 1159-1162
- Spaltenstein, A.¹ Almond, M.R.² Bock, W.J.³ Cleary, D.G.⁴ Furfine, E.S.⁵ Hazen, R.J.⁶ Kazmierski, W.M.⁷ Salituro, F.G.⁸ Tung, R.D.⁹ Wright, L.L.¹⁰

14
- 0032535314
- c) F. G. Salituro, C. T. Baker, J. J. Court, D. D. Deininger, E. E. Kim, B. Li, P. M. Novak, B. G. Rao, S. Pazhanisamy, M. D. Porter, W. C. Schairer, R. D. Tung, Bioorg. Med Chem. Lett. 1998, 8, 3637-3642.
- (1998) Bioorg. Med Chem. Lett. , vol.8 , pp. 3637-3642
- Salituro, F.G.¹ Baker, C.T.² Court, J.J.³ Deininger, D.D.⁴ Kim, E.E.⁵ Li, B.⁶ Novak, P.M.⁷ Rao, B.G.⁸ Pazhanisamy, S.⁹ Porter, M.D.¹⁰ Schairer, W.C.¹¹ Tung, R.D.¹²

15
- 0035961042
- B. B. Snider, Y. Ahn, S. M. O'Hare, Org. Lett. 2001, 3, 4217-4220.
- (2001) Org. Lett. , vol.3 , pp. 4217-4220
- Snider, B.B.¹ Ahn, Y.² O'Hare, S.M.³

16
- 0015232010
- B. L. Currie, H. Sievertsson, C. Bogentoft, J. K. Chang, K. Folkers, C. Y. Bowers, R. F. Doolittle, Biochem. Biophys. Res. Commun. 1971, 42, 1180-1184.
- (1971) Biochem. Biophys. Res. Commun. , vol.42 , pp. 1180-1184
- Currie, B.L.¹ Sievertsson, H.² Bogentoft, C.³ Chang, J.K.⁴ Folkers, K.⁵ Bowers, C.Y.⁶ Doolittle, R.F.⁷

17
- 0035655764
- S. Shorvon, Lancet 2001, 358, 1885-1892.
- (2001) Lancet , vol.358 , pp. 1885-1892
- Shorvon, S.¹

18
- 24944520099
- a) G. M. Rose, A. Hopper, M. De Vivo, A. Tehim, Curr. Pharm. Des. 2005, 11, 3329-3334;
- (2005) Curr. Pharm. Des. , vol.11 , pp. 3329-3334
- Rose, G.M.¹ Hopper, A.² De Vivo, M.³ Tehim, A.⁴

19
- 0035727846
- b) J. Zhu, E. Mix, B. Winbald, CNS Drug Rev. 2001, 7, 387-398;
- (2001) CNS Drug Rev. , vol.7 , pp. 387-398
- Zhu, J.¹ Mix, E.² Winbald, B.³

20
- 0037032313
- c) D. M. Barnes, J. Ji, M. G. Fickes, M. A. Fitzgerald, S. A. King, H. E. Morton, F. A. Plagge, M. Preskill, S. H. Wagaw, S. J. Wittenberger, J. Zhang, J. Am. Chem. Soc. 2002, 124, 13097-13105.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 13097-13105
- Barnes, D.M.¹ Ji, J.² Fickes, M.G.³ Fitzgerald, M.A.⁴ King, S.A.⁵ Morton, H.E.⁶ Plagge, F.A.⁷ Preskill, M.⁸ Wagaw, S.H.⁹ Wittenberger, S.J.¹⁰ Zhang, J.¹¹

21
- 1942502407
- H. L. Sham, D. A. Betebenner, W. Rosenbrook, T. Herrin, A. Saldivar, S. Vasavanonda, J. L. Plattner, D. W. Norbeck, Bioorg. Med. Chem. Lett. 2004, 14, 2643-2645.
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 2643-2645
- Sham, H.L.¹ Betebenner, D.A.² Rosenbrook, W.³ Herrin, T.⁴ Saldivar, A.⁵ Vasavanonda, S.⁶ Plattner, J.L.⁷ Norbeck, D.W.⁸

22
- 33646825288
- R. M. Freidinger, D. S. Perlow, D. F. Veber, J. Org. Chem. 1982, 47, 104-109;
- (1982) J. Org. Chem. , vol.47 , pp. 104-109
- Freidinger, R.M.¹ Perlow, D.S.² Veber, D.F.³

23
- 0035974740
- b) I. M. Bell, S. N. Gallicchio, M. Abrams, D. C. Beshore, C. A. Buser, J. C. Culberson, J. Davide, M. Ellis-Hutchings, C. Fernandes, J. B. Gibbs, S. L. Graham, G. D. Hartman, D. C. Heimbrook, C. F. Homnick, J. R. Huff, K. Kassahun, K. S. Koblan, N. E. Kohl, R. B. Lobell, J. J. Lynch Jr, P. A. Miller, C. A. Omer, A. D. Rodrigues, E. S. Wash, T. M. Williams, J. Med. Chem. 2001, 44, 2933-2949.
- (2001) J. Med. Chem. , vol.44 , pp. 2933-2949
- Bell, I.M.¹ Gallicchio, S.N.² Abrams, M.³ Beshore, D.C.⁴ Buser, C.A.⁵ Culberson, J.C.⁶ Davide, J.⁷ Ellis-Hutchings, M.⁸ Fernandes, C.⁹ Gibbs, J.B.¹⁰ Graham, S.L.¹¹ Hartman, G.D.¹² Heimbrook, D.C.¹³ Homnick, C.F.¹⁴ Huff, J.R.¹⁵ Kassahun, K.¹⁶ Koblan, K.S.¹⁷ Kohl, N.E.¹⁸ Lobell, R.B.¹⁹ Lynch Jr., J.J.²⁰ more..

24
- 8544219719
- a) A. V. Purandare, H. Wan, N. Laing, K. Benbatoul, W. Vaccaro, M. A. Poss, Bioorg. Med. Chem. Lett. 2004, 14, 4701-4704;
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 4701-4704
- Purandare, A.V.¹ Wan, H.² Laing, N.³ Benbatoul, K.⁴ Vaccaro, W.⁵ Poss, M.A.⁶

25
- 0036134130
- b) P. R. Guzzo, M. P. Trova, T. Inghardt, M. Linschoten, Tetrahedron Lett. 2002, 43, 41-43.
- (2002) Tetrahedron Lett. , vol.43 , pp. 41-43
- Guzzo, P.R.¹ Trova, M.P.² Inghardt, T.³ Linschoten, M.⁴

26
- 33748357037
- PCT Int. Appl. No. WO2005035535 A1 20050421, 2005
- a) Y. Auberson, R. Glatthar, R. Salter, O. Simic, M. Tintelnot-Blomley, PCT Int. Appl. No. WO2005035535 A1 20050421, 2005;
- Auberson, Y.¹ Glatthar, R.² Salter, R.³ Simic, O.⁴ Tintelnot-Blomley, M.⁵

27
- 33748344212
- PCT Int. Appl. No. WO2004013098 A1 20040212, 2004
- b) C. P. Decicco, A. J. Tebben, L. A. Thompson, A. P. Combs, PCT Int. Appl. No. WO2004013098 A1 20040212, 2004;
- Decicco, C.P.¹ Tebben, A.J.² Thompson, L.A.³ Combs, A.P.⁴

28
- 6044260114
- c) H. Bittermann, J. Einsiedel, H. Hübner, P. Gmeiner, J. Med. Chem. 2004, 47, 5587-5590.
- (2004) J. Med. Chem. , vol.47 , pp. 5587-5590
- Bittermann, H.¹ Einsiedel, J.² Hübner, H.³ Gmeiner, P.⁴

29
- 0037561145
- J. Zhang, P. G. Blazecka, J. G. Davidson, Org. Lett. 2003, 5, 553-556.
- (2003) Org. Lett. , vol.5 , pp. 553-556
- Zhang, J.¹ Blazecka, P.G.² Davidson, J.G.³

30
- 0347286691
- a) P. G. Blazecka, D. Belmont, T. Curran, D. Pflum, J. Zhang, Org. Lett. 2003, 5, 5015-5017;
- (2003) Org. Lett. , vol.5 , pp. 5015-5017
- Blazecka, P.G.¹ Belmont, D.² Curran, T.³ Pflum, D.⁴ Zhang, J.⁵

31
- 0037069717
- b) J. Zhang, P. G. Blazecka, D. Belmont, J. G. Davidson, Org. Lett. 2002, 4, 4559-4561.
- (2002) Org. Lett. , vol.4 , pp. 4559-4561
- Zhang, J.¹ Blazecka, P.G.² Belmont, D.³ Davidson, J.G.⁴

32
- 0000844109
- a) A. F. Abdel-Magid, K. G. Carson, B. D. Harris, C. A. Maryanoff, R. D. Shah, J. Org. Chem. 1996, 61, 3849-3862;
- (1996) J. Org. Chem. , vol.61 , pp. 3849-3862
- Abdel-Magid, A.F.¹ Carson, K.G.² Harris, B.D.³ Maryanoff, C.A.⁴ Shah, R.D.⁵

33
- 0025142350
- b) A. F. Abdel-Magid, C. A. Maryanoff, K. G. Carson, Tetrahedron Lett. 1990, 31, 5595-5598;
- (1990) Tetrahedron Lett. , vol.31 , pp. 5595-5598
- Abdel-Magid, A.F.¹ Maryanoff, C.A.² Carson, K.G.³

34
- 13844294033
- c) V. I. Tararov, A. Börner, Synlett 2005, 203-211;
- (2005) Synlett , pp. 203-211
- Tararov, V.I.¹ Börner, A.²

35
- 0011763757
- d) E. W. Baxter, A. B. Reitz, Org. React. 2002, 59, 1-714.
- (2002) Org. React. , vol.59 , pp. 1-714
- Baxter, E.W.¹ Reitz, A.B.²

36
- 28844459948
- a) D. M. Fitch, K. A. Evans, D. Chai, K. J. Duffy, Org. Lett. 2005, 7, 5521-5524;
- (2005) Org. Lett. , vol.7 , pp. 5521-5524
- Fitch, D.M.¹ Evans, K.A.² Chai, D.³ Duffy, K.J.⁴

37
- 25444533616
- b) K. N. White, J. P. Konopelski, Org. Lett. 2005, 7, 4111-4112;
- (2005) Org. Lett. , vol.7 , pp. 4111-4112
- White, K.N.¹ Konopelski, J.P.²

38
- 0037018465
- c) D. C. Beshore, C. J. Dinsmore, Org. Lett. 2002, 4, 1201-1204;
- (2002) Org. Lett. , vol.4 , pp. 1201-1204
- Beshore, D.C.¹ Dinsmore, C.J.²

39
- 1442275544
- d) J. Cluzeau, W. D. Lubell, J. Org. Chem. 2004, 69, 1504-1512;
- (2004) J. Org. Chem. , vol.69 , pp. 1504-1512
- Cluzeau, J.¹ Lubell, W.D.²

40
- 12344332654
- e) X.-H. Jiang, Y.-L. Song, D.-Z. Feng, Y.-Q. Long, Tetrahedron 2005, 61, 1281-1288;
- (2005) Tetrahedron , vol.61 , pp. 1281-1288
- Jiang, X.-H.¹ Song, Y.-L.² Feng, D.-Z.³ Long, Y.-Q.⁴

41
- 0042338525
- f) E. Dietrich, W. D. Lubell, J. Org. Chem. 2003, 68, 6988-6996;
- (2003) J. Org. Chem. , vol.68 , pp. 6988-6996
- Dietrich, E.¹ Lubell, W.D.²

42
- 10844275597
- g) S. Tchertchian, O. Hartley, P. Botti, J. Org. Chem. 2004, 69, 9208-9214;
- (2004) J. Org. Chem. , vol.69 , pp. 9208-9214
- Tchertchian, S.¹ Hartley, O.² Botti, P.³

43
- 11144355220
- h) S. Xiao, Y. Li, Y. Li, H. Liu, H. Li, J. Zhuang, Y. Liu, F. Lu, D. Zhanga, D. Zhu, Tetrahedron Lett. 2004, 45, 3975-3978.
- (2004) Tetrahedron Lett. , vol.45 , pp. 3975-3978
- Xiao, S.¹ Li, Y.² Li, Y.³ Liu, H.⁴ Li, H.⁵ Zhuang, J.⁶ Liu, Y.⁷ Lu, F.⁸ Zhanga, D.⁹ Zhu, D.¹⁰

44
- 0036433385
- N. Venkatesan, B. H. Kim, Curr. Med. Chem. 2002, 9, 2243-2270.
- (2002) Curr. Med. Chem. , vol.9 , pp. 2243-2270
- Venkatesan, N.¹ Kim, B.H.²

45
- 0028038601
- a) J. Gante, Angew. Chem. Int. Ed. Engl. 1994, 33, 1699-1720;
- (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 1699-1720
- Gante, J.¹

46
- 0017683782
- b) D. Roemer, H. H. Buescher, R. C. Hill, J. Pless, W. Bauer, F. Cardinaux, A. Closse, D. Hauser, R. Huguenin, Nature 1977, 268, 547-549;
- (1977) Nature , vol.268 , pp. 547-549
- Roemer, D.¹ Buescher, H.H.² Hill, R.C.³ Pless, J.⁴ Bauer, W.⁵ Cardinaux, F.⁶ Closse, A.⁷ Hauser, D.⁸ Huguenin, R.⁹

47
- 0019197280
- c) C. Rivier, J. Rivier, W. Vale, Science 1980, 210, 93-95;
- (1980) Science , vol.210 , pp. 93-95
- Rivier, C.¹ Rivier, J.² Vale, W.³

48
- 0019797854
- d) B. E. B. Sandberg, C. Lee, M. R. Hanley, L. L. Iversen, Eur. J. Biochem. 1981, 114, 315-327.
- (1981) Eur. J. Biochem. , vol.114 , pp. 315-327
- Sandberg, B.E.B.¹ Lee, C.² Hanley, M.R.³ Iversen, L.L.⁴

49
- 0037829820
- J. Zhang, P. G. Blazecka, H. Berven, D. Belmont, Tetrahedron Lett. 2003, 44, 5579-5582.
- (2003) Tetrahedron Lett. , vol.44 , pp. 5579-5582
- Zhang, J.¹ Blazecka, P.G.² Berven, H.³ Belmont, D.⁴

50
- 0033765115
- a) R. Grant, S. D. Shorvon, Epilepsy Res. 2000, 42, 89-95;
- (2000) Epilepsy Res. , vol.42 , pp. 89-95
- Grant, R.¹ Shorvon, S.D.²

51
- 0033811027
- b) S. D. Shorvon, A. Löwenthal, D. Janz, E. Bielen, P. Loiseau, Epilepsia 2000, 41, 1179-1186.
- (2000) Epilepsia , vol.41 , pp. 1179-1186
- Shorvon, S.D.¹ Löwenthal, A.² Janz, D.³ Bielen, E.⁴ Loiseau, P.⁵

52
- 33748352267
- PCT Int. Appl. No. WO2003014080 A2 20030220, 2003
- a) C. Ates, J. Surtees, A.-C. Burteau, V. Marmon, E. Cavoy, PCT Int. Appl. No. WO2003014080 A2 20030220, 2003;
- Ates, C.¹ Surtees, J.² Burteau, A.-C.³ Marmon, V.⁴ Cavoy, E.⁵

53
- 33748367812
- PCT Int. Appl. No. WO2005028435 A1 20050331, 2005
- b) J. Surtees, F. Lurquin, O. Diouf, PCT Int. Appl. No. WO2005028435 A1 20050331, 2005.
- Surtees, J.¹ Lurquin, F.² Diouf, O.³

54
- 21844483038
- A. H. Gouliaev, J. B. Monster, M. Vedso, A. Senning, Org. Prep. Proced. Int. 1995, 27, 273-303.
- (1995) Org. Prep. Proced. Int. , vol.27 , pp. 273-303
- Gouliaev, A.H.¹ Monster, J.B.² Vedso, M.³ Senning, A.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.