A general and efficient synthesis of 3,6-diazabicyclo[3.2.1]octanes

Tetrahedron

Volumn 62, Issue 17, 2006, Pages 4011-4017

  Singh, Rakesh K ^a   Jain, Sanjay ^a   Sinha, Neelima ^a   Mehta, Anita ^a   Naqvi, Fehmida ^b   Anand, Nitya ^a  

^a Ranbaxy Laboratories Limited   (India)

^b JAMIA MILLIA ISLAMIA CENTRAL UNIVERSITY   (India)

Author keywords

3,6 Diazabicyclo 3.2.1 octanes; Itaconic acid; Lactams; Nitroenamine; RBx 2258; Reductive cyclization

Indexed keywords

1 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL] 4,4 DIMETHYLPIPERIDINE 2,6 DIONE; 1 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL] PYRROLIDINE 2,5 DIONE; 1 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL]PIPERIDINE 2,6 DIONE; 2 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL] 1,1 DIOXO 1,2 DIHYDRO 1 BENZO[D]ISOTHIAZOL 3 ONE; 2 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL] 3A,4,7,7A TETRAHYDROISOINDOLE 1,3 DIONE; 2 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL]ISOINDOL 1,3 DIONE; 4 ETHYL 1 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL] 4 METHYLPIPERIDINE 2,6 DIONE; 5 CHLORO 2 [3 [6 (2 METHOXYPHENYL) 3,6 DIAZABICYCLO[3.2.1]OCT 3 YL]PROPYL] 6 NITROISOINDOLE 1,3 DIONE; ALPHA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; ENAMINE; LACTAM; OCTANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; DRUG SCREENING; PRIORITY JOURNAL; SYNTHESIS;

EID: 33646181444     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.02.030     Document Type: Article

References (14)

1. (a) Sinha, N.; Jain, S.; Saxena, A. K.; Anand, N.; Saxena, R. M.; Dubey, M. P.; Patnaik, G. K.; Ray, M. (Council of Sci. Ind. Res.). US 6084097, 2000; Chem. Abstr. 2000, 133, 74036.
2. Sinha N., Jain S., and Anand N. Teterahedron Lett. 46 (2005) 153
3. Singh R.K., Sinha N., Jain S., Salman M., Naqvi F., and Anand N. Synthesis (2005) 2765
4. Singh R.K., Sinha N., Jain S., Salman M., Naqvi F., and Anand N. Tetrahedron 61 (2005) 8868
5. Anand N., Jain S., and Sinha N. J. Indian Chem. Soc. 74 (1997) 948
6. Anand N., and Singh J. Tetrahedron 44 (1988) 5975
7. Jain S., Sujatha K., Rama Krishna K.V., Roy R., Singh J., and Anand N. Tetrahedron 48 (1992) 4985
8. Fray A.H., Augeri D.J., and Kleinman E.F. J. Org. Chem. 53 (1988) 896
9. Paytash P.L., Sparrow E., and Gathe J.C. J. Am. Chem. Soc. 72 (1950) 1415
10. (b) Sysko, R. J.; Tate, B. E. Eur. Patent Appl. EP69512, 1983; Chem. Abstr. 1983, 98, 166765.
11. Veber D.F., Johnson S.R., Cheng H.-Y., Smith B.R., Ward K.W., and Kopple K.D. J. Med. Chem. 45 (2002) 2615
12. Anand, N.; Sinha, N.; Jain, S.; Mehta, A.; Saxena, A. K.; Gupta, J. B. (Ranbaxy Laboratories Limited). WO 200005205, 2000 and references cited therein; Chem. Abstr. 2000, 132, 107963.
13. Michel A.D., Loury D.N., and Whiting R.L. Br. J. Pharmacol. 98 (1989) 883
14. U'Prichard D.C., Charness M.E., Robertson D., and Snyder S.H. Eur. J. Pharmacol. 50 (1978) 87