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Volumn 11, Issue 16, 2009, Pages 3523-3525

Synthesis of tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC COMPOUND; PIPERIDINE; PIPERIDINE DERIVATIVE; SPIRO COMPOUND; TERT BUTYL 6 OXO 2 AZASPIRO(3.3)HEPTANE 2 CARBOXYLATE; TERT-BUTYL 6-OXO-2-AZASPIRO(3.3)HEPTANE-2-CARBOXYLATE;

EID: 68949119443     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901325s     Document Type: Article
Times cited : (26)

References (29)
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    • Jones, P.; Kinzel, O.; Llauger Bufi, L.; Muraglia, E.; Pescatore, G.; Torrisi, C. WO2007/138355 2007.
    • (b) Jones, P.; Kinzel, O.; Llauger Bufi, L.; Muraglia, E.; Pescatore, G.; Torrisi, C. WO2007/138355 2007.
  • 6
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    • Bhattacharjee, A.; Yanming, D.; Duffy, E. M.; Job, G. E.; Lou, R.; Lou, Z.; O'Dowd, H.; Tang, Y.; Wu, Y. WO2008/106224 2008.
    • (c) Bhattacharjee, A.; Yanming, D.; Duffy, E. M.; Job, G. E.; Lou, R.; Lou, Z.; O'Dowd, H.; Tang, Y.; Wu, Y. WO2008/106224 2008.
  • 7
    • 68949121471 scopus 로고    scopus 로고
    • Stanton, M. G.; Noucti, N.; Sloman, D. J.; Munoz, B.; Lim, J. WO2009/014620 2009.
    • (d) Stanton, M. G.; Noucti, N.; Sloman, D. J.; Munoz, B.; Lim, J. WO2009/014620 2009.
  • 14
    • 68949129608 scopus 로고    scopus 로고
    • Xia, Y.; Boyle, C. D.; Greenlee, W. J.; Chackalamannil, S.; Jayne, C. L.; Stamford, A. W.; Dai, X.; Harris, J. M.; Neustadt, B. R.; Neelamkavil, S. F.; Shah, U. G.; Lankin, C. M.; Liu, H. WO 2009/055331 2009. See pp 242-243. A 10 mg portion of compound 11 was prepared in four steps and 16% overall yield from diethyl 3-(benzyloxy)cyclobutane-1,1-dicar-boxylate.
    • Xia, Y.; Boyle, C. D.; Greenlee, W. J.; Chackalamannil, S.; Jayne, C. L.; Stamford, A. W.; Dai, X.; Harris, J. M.; Neustadt, B. R.; Neelamkavil, S. F.; Shah, U. G.; Lankin, C. M.; Liu, H. WO 2009/055331 2009. See pp 242-243. A 10 mg portion of compound 11 was prepared in four steps and 16% overall yield from diethyl 3-(benzyloxy)cyclobutane-1,1-dicar-boxylate.
  • 15
    • 68949092765 scopus 로고    scopus 로고
    • Molecular overlays were prepared from structures minimized using MacroModel, Version 9.0; Schrodinger, LLC: New York, 2005 OPLS 2005 force-field, with GB/SA water solvation model, The homopiperidine derivative was subjected to a conformational search to identify the global minimimum conformation. Distances indicated are CsN distances determined from minimized structures
    • Molecular overlays were prepared from structures minimized using MacroModel, Version 9.0; Schrodinger, LLC: New York, 2005 (OPLS 2005 force-field, with GB/SA water solvation model). The homopiperidine derivative was subjected to a conformational search to identify the global minimimum conformation. Distances indicated are CsN distances determined from minimized structures.
  • 17
    • 68949089004 scopus 로고    scopus 로고
    • Gallou, I. E.; Haddad, N.; Senanayake, C.; Wei, X.; Xu, J. WO 2005/019158 2005.
    • Gallou, I. E.; Haddad, N.; Senanayake, C.; Wei, X.; Xu, J. WO 2005/019158 2005.
  • 19
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    • Ketene cycloadditions
    • Paquette, L. A, Ed, John Wiley & Sons Inc, Hoboken, NJ, and references therein
    • (a) Hyatt, J. A.; Raynolds, P. W. Ketene cycloadditions. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons Inc.: Hoboken, NJ, 1994; Vol. 45, p 159 and references therein.
    • (1994) Organic Reactions , vol.45 , pp. 159
    • Hyatt, J.A.1    Raynolds, P.W.2
  • 21
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    • and references therein. Brook, P. R.; Griffiths, J. G. Chem. Commun. 1970, 1344.
    • and references therein. Brook, P. R.; Griffiths, J. G. Chem. Commun. 1970, 1344.
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    • We have noticed in similar [2, 2] reactions using zinc-copper couple that a violent exotherm may develop, especially when using THF as the solvent
    • We have noticed in similar [2 + 2] reactions using zinc-copper couple that a violent exotherm may develop, especially when using THF as the solvent.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.