A mild Boc deprotection and the importance of a free carboxylate

Tetrahedron Letters

Volumn 49, Issue 49, 2008, Pages 6962-6964

  Thaqi, Ali ^a   McCluskey, Adam ^b   Scott, Janet L ^a  

^a MONASH UNIVERSITY   (Australia)

^b UNIVERSITY OF NEWCASTLE   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; CARBOXYLIC ACID; HYDROCHLORIC ACID; IMIDE; N TERT BUTOXYCARBONYLPYRROLIDINE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; DEPROTECTION REACTION; HEATING; MICROWAVE IRRADIATION; SYNTHESIS;

EID: 54049096222     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.09.027     Document Type: Article

References (22)

1. Wuts P.G.M., and Greene T.W. Greene's Protective Groups in Organic Synthesis. 4th ed. (2007), John Wiley & Sons, New York
2. Srinivasan N., Yurek-George A., and Ganesan A. Mol. Div. 9 (2005) 291-293
3. Longenecker K., Hamilton G.L., Stewart K., Lai C., Kopecka H., von Geldern T.W., Madar D.J., Pei Z., Lubben T.H., Zinker B.A., Tian Z., Ballaron S.J., Stashko M.A., Mika A.K., Beno D.W.A., Kempf-Grote A.J., Black-Schaefer C., Sham H.L., and Trevillyan J.M. Bioorg. Med. Chem. Lett. 17 (2007) 2005-2012
4. Anastas P., and Warner J. Green Chemistry: Theory and Practice (1998), Oxford University Press, New York
5. McCluskey A., and Sakoff J.A. Mini Rev. Med. Chem. 1 (2001) 43-45
6. McCluskey A., Sim A.T.R., and Sakoff J.A. J. Med. Chem. 45 (2002) 1151-1175
7. McCluskey A., and Sakoff J.A. Curr. Pharm. Des. 10 (2004) 1139-1159
8. Hart M.E., Chamberlin A.R., Walkom C., Sakoff J.A., and McCluskey A. Bioorg. Med. Chem. Lett. 14 (2004) 1969-1973
9. Hill T.A., Stewart S.G., Gilbert J., Ackland S.P., Sakoff J.A., and McCluskey A. Bioorg. Med. Chem. Lett. 15 (2007) 6126-6134
10. Hill T.A., Odell L.R., Quan A., Abagyan R., Ferguson G., Robinson P.J., and McCluskey A. Bioorg. Med. Chem. Lett. 14 (2004) 3275-3278
11. McCluskey A., Odell L.R., Edwards J.K., Rusak J., Abagyan R., Scott J.L., Robinson P.J., and Hill T. J. Med. Chem. 48 (2005) 7781-7788
12. Quan A., McGeachie A.B., Keating D.J., van Dam E.M., Rusak J., Chau N., Malladi C.S., Chen C., McCluskey A., Cousin M.A., and Robinson P.J. Mol. Pharmacol. 72 (2007) 1425-1439
13. Zhang J., Lawrance G.A., Chau N., Robinson P.J., and McCluskey A. New J. Chem. 32 (2008) 28-36
14. Kappe C.O. Angew. Chem., Int. Ed. 43 (2004) 6250-6284
15. Kappe C.O., and Dallinger D. Nat. Rev. Drug Dis. 5 (2006) 51-64
16. Strauss C.R., and Trainer R.W. Aust. J. Chem. 48 (1995) 1665-1692
17. Polshettiwar V., and Varma R.S. Chem. Soc. Rev. 37 (2008) 1546-1557
18. Suresh Babu V.V., Patil B.S., and Vasanthakumar G.-R. Synth. Commun. 35 (2005) 1795-1802
19. Siro J.G., Martín J., García-Navío J.-L., Remuiñan M.J., and Vaquero J.J. Synlett (1998) 147-148
20. Zervas L., Winitz M., and Greenstein J.P. J. Org. Chem. 22 (1957) 1515-1521
21. Tsuboi S., Takeda M., Okada Y., Nagamatsu Y., and Yamamoto J. Chem. Pharm. Bull. 39 (1991) 184-186
22. Berree F., Bazureau J.-P., Michelot G., and Corre M.L. Synth. Commun. 29 (1999) 2685-2693