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Bioorganic and Medicinal Chemistry

Volumn 15, Issue 1, 2007, Pages 119-129

Chemoselective synthesis of erythromycin A ketolides substituted in the C10-methyl group

(2) Gunnes, Sølvi a Undheim, Kjell a

a UNIVERSITY OF OSLO (Norway)

Author keywords

Allylic substitution; C10 methylamines; N oxidation; NBS acetoxylation; Pd catalysed carbylation

Indexed keywords

10 ACETOXYMETHYL 10,11 ANHYDRO 10 DESMETHYL 6 O METHYLDESCLADINOSYLERYTHROMYCIN A; 10 ACETOXYMETHYL 10,11 ANHYDRO 10 DESMETHYL 6 O METHYLDESCLADINOSYLERYTHROMYCIN A N OXIDE; 10 ACETOXYMETHYL 2' O ACETYL 10,11 ANHYDRO 10 DESMETHYL 6 O METHYL 3 OXO DESCLADINOSYLERYTHROMYCIN A; 10 ACETOXYMETHYL 2' O ACETYL 10,11 ANHYDRO 10 DESMETHYL 6 O METHYLDESCLADINOSYLERYTHROMYCIN A; 10 ACETOXYMETHYL 2' O ACETYL 12 O ACYLIMIDAZOLYL 10,11 ANHYDRO 10 DESMETHYL 6 O METHYL 3 OXO DESCLADINOSYLERYTHROMYCIN A; 10 BENZYLAMINOMETHYL 11 N,12 O CYCLOCARBAMATE 11 DESHYDROXY 10 DESMETHYL 6 O METHYL 3 OXO DESCLADINOSYLERYTHROMYCIN A; 10,11 ANHYDRO 10 AZIDOMETHYL 10 DESMETHYL 6 O METHYL DESCLADINOSYLERYTHROMYCIN A; 10,11 ANHYDRO 10 DESMETHYL 10 HYDROXYMETHYL 6 O METHYLDESCLADINOSYLERYTHROMYCIN; 10,11 ANHYDRO 10 DESMETHYL 6 O METHYL 10 (3 PHENYLPROP 2 YN 1 YL)DESCLADINOSYL ERYTHROMYCIN A; 10,11 ANHYDRO 6 O METHYLDESCLADINOSYLERYTHROMYCIN A; 10,11 ANHYDRO 6 O METHYLDESCLADINOSYLERYTHROMYCIN A N OXIDE; 11 N,12 O CYCLOCARBAMATE 11 DESHYDROXY 10 DESMETHYL 6 O METHYL 10 METHYLENE 3 OXO DESCLADINOSYLERYTHROMYCIN A; 2' O ACETYL 10,11 ANHYDRO 10 AZIDOMETHYL 10 DESMETHYL 6 O METHYL 3 OXO DESCLADINOSYLERYTHROMYCIN A; 2' O ACETYL 10,11 ANHYDRO 10 AZIDOMETHYL 10 DESMETHYL 6 O METHYL DESCLADINOSYLERYTHROMYCIN A; 2' O ACETYL 11 N,12 O CYCLOCARBAMATE 11 DESHYDROXY 10 DESMETHYL 6 O METHYL 10 METHYLENE 3 OXO DESCLADINOSYLERYTHROMYCIN A; 2' O ACETYL 11 N,12 O CYCLOCARBAMATE 11 DESHYDROXY 10 DESMETHYL 6 O METHYL 10 METHYLENE N (4 PHENYLBUTAN 1 YL) 3 OXO DESCLADINOSYLERYTHROMYCIN A; 2' O ACETYL 12 O ACYLIMIDAZOLYL 10,11 ANHYDRO 10 AZIDOMETHYL 10 DESMETHYL 6 O METHYL 3 OXO DESCLADINOSYLERYTHROMYCIN A; ANTIINFECTIVE AGENT; CARBON; ERYTHROMYCIN A KETOLIDE; KETOLIDE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; CATALYSIS; CROSS COUPLING REACTION; DRUG CONJUGATION; DRUG STRUCTURE; DRUG SYNTHESIS; STRUCTURE ANALYSIS; SUBSTITUTION REACTION;

ERYTHROMYCIN; KETOLIDES; MOLECULAR CONFORMATION; STEREOISOMERISM;

EID: 33750954010 PISSN: 09680896 EISSN: None Source Type: Journal
DOI: 10.1016/j.bmc.2006.10.001 Document Type: Article

Times cited : (8)

References (12)

1
- 0037797390
- Asaka T., Manaka A., and Sugiyama H. Curr. Top. Med. Chem. 3 (2003) 961-989
- (2003) Curr. Top. Med. Chem. , vol.3 , pp. 961-989
- Asaka, T.¹ Manaka, A.² Sugiyama, H.³

2
- 0035173131
- Wu Y.-J., and Su W.-G. Curr. Med. Chem. 8 (2001) 1727-1758
- (2001) Curr. Med. Chem. , vol.8 , pp. 1727-1758
- Wu, Y.-J.¹ Su, W.-G.²

3
- 14844357497
- Katz L., and Ashley G.W. Chem. Rev. 105 (2005) 499-527
- (2005) Chem. Rev. , vol.105 , pp. 499-527
- Katz, L.¹ Ashley, G.W.²

4
- 0030763125
- Ruan X., Pereda A., Stassi D.L., Zeidner D., Summers R.G., Jackson M., Shivakumar A., Kakavas S., Staver M.J., Donadio S., and Katz L. J. Bacteriol. 179 (1997) 6416-6425
- (1997) J. Bacteriol. , vol.179 , pp. 6416-6425
- Ruan, X.¹ Pereda, A.² Stassi, D.L.³ Zeidner, D.⁴ Summers, R.G.⁵ Jackson, M.⁶ Shivakumar, A.⁷ Kakavas, S.⁸ Staver, M.J.⁹ Donadio, S.¹⁰ Katz, L.¹¹

5
- 33750948471
- Katz, L.; Stassi, D. L.; Summers, R. G.; Ruan, X.; Pereda-Lopez, A.; Kakavas, S. WO 98/51695, PCT 1998.

6
- 1642312899
- Gu Y.G., Zhang X., Clark R.F., Djuric S.W., and Ma Z. Tetrahedron Lett. 45 (2004) 3051-3053
- (2004) Tetrahedron Lett. , vol.45 , pp. 3051-3053
- Gu, Y.G.¹ Zhang, X.² Clark, R.F.³ Djuric, S.W.⁴ Ma, Z.⁵

7
- 33646571847
- Gunnes S., Rømming C., and Undheim K. Tetrahedron 62 (2006) 6090-6099
- (2006) Tetrahedron , vol.62 , pp. 6090-6099
- Gunnes, S.¹ Rømming, C.² Undheim, K.³

8
- 6744251737
- Elliott R.L., Pireh D., Griesgraber G., Nilius A.M., Ewing P.J., Bui M.H., Raney P.M., Flamm R.K., Kim K., Henry R.F., Chu D.T.W., Plattner J.J., and Or Y.S. J. Med. Chem. 41 (1998) 1651-1659
- (1998) J. Med. Chem. , vol.41 , pp. 1651-1659
- Elliott, R.L.¹ Pireh, D.² Griesgraber, G.³ Nilius, A.M.⁴ Ewing, P.J.⁵ Bui, M.H.⁶ Raney, P.M.⁷ Flamm, R.K.⁸ Kim, K.⁹ Henry, R.F.¹⁰ Chu, D.T.W.¹¹ Plattner, J.J.¹² Or, Y.S.¹³

9
- 15644366975
- Agouridas C., Dennis A., Auger J.M., Benedetti Y., Bonnefoy A., Bretin F., Chantot J.F., Dussarat A., Fromentin C., D'Ambrieres S.G., Lachaud P., Le Martret O., Loyau V., and Tessot M. J. Med. Chem. 41 (1998) 4080-4100
- (1998) J. Med. Chem. , vol.41 , pp. 4080-4100
- Agouridas, C.¹ Dennis, A.² Auger, J.M.³ Benedetti, Y.⁴ Bonnefoy, A.⁵ Bretin, F.⁶ Chantot, J.F.⁷ Dussarat, A.⁸ Fromentin, C.⁹ D'Ambrieres, S.G.¹⁰ Lachaud, P.¹¹ Le Martret, O.¹² Loyau, V.¹³ Tessot, M.¹⁴

10
- 0023901653
- Baker W.R., Clark J.D., Stephens R.L., and Kim K.H. J. Org. Chem. 53 (1988) 2340-2345
- (1988) J. Org. Chem. , vol.53 , pp. 2340-2345
- Baker, W.R.¹ Clark, J.D.² Stephens, R.L.³ Kim, K.H.⁴

11
- 0029971085
- Griesgraber G., Or Y.S., Chu D.T.W., Nilius A.M., Johnson P.M., Flamm R., Henry R.F., and Plattner J.J. J. Antibiot. 49 (1996) 465-477
- (1996) J. Antibiot. , vol.49 , pp. 465-477
- Griesgraber, G.¹ Or, Y.S.² Chu, D.T.W.³ Nilius, A.M.⁴ Johnson, P.M.⁵ Flamm, R.⁶ Henry, R.F.⁷ Plattner, J.J.⁸

12
- 0035935738
- Ma Z., Clark R.F., Brazzale A., Wang S., Rupp M.J., Li L., Griesgraber G., Zhang S., Yong H., Phan L.T., Nemoto P.A., Chu D.T.W., Plattner J.J., Zhang X., Zhong P., Cao Z., Nilius A.M., Shortridge V.D., Flamm R., Mitten M., Meulbroek J., Ewing P., Alder J., and Or Y.S. J. Med. Chem. 44 (2001) 4137-4156
- (2001) J. Med. Chem. , vol.44 , pp. 4137-4156
- Ma, Z.¹ Clark, R.F.² Brazzale, A.³ Wang, S.⁴ Rupp, M.J.⁵ Li, L.⁶ Griesgraber, G.⁷ Zhang, S.⁸ Yong, H.⁹ Phan, L.T.¹⁰ Nemoto, P.A.¹¹ Chu, D.T.W.¹² Plattner, J.J.¹³ Zhang, X.¹⁴ Zhong, P.¹⁵ Cao, Z.¹⁶ Nilius, A.M.¹⁷ Shortridge, V.D.¹⁸ Flamm, R.¹⁹ Mitten, M.²⁰ more..

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