Artículo

Estamos trabajando para incorporar este artículo al repositorio
Consulte la política de Acceso Abierto del editor

Abstract:

The preparation of the carbocyclic nucleoside 2́,3́dideoxyaristeromycin was carried out in ten steps starting from the readily available cyclohex-2-enone. A convergent approach was envisioned using a Mitsunobu metholology as key step to incorporate the heterocyclic base onto the carbocyclic ring.

Registro:

Documento: Artículo
Título:Expeditious preparation of aristeromycin analogues. Synthesis of 2′,3′-dideoxyaristeromycin
Autor:Comin, M.J.; Rodriguez, J.B.
Filiación:Departamento de Química Orgénica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, RA-1428 Buenos Aires, Argentina
Año:1998
Volumen:86
Número:3-6
Página de inicio:131
Página de fin:138
Título revista:Anales des la Asociacion Quimica Argentina
ISSN:03650375
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03650375_v86_n3-6_p131_Comin

Referencias:

  • Isono, K., (1998) J. Antibiot., 41, p. 1711
  • MacCoss, M., Robins, M.J., (1990) Chemistry of Antitumor Agents, p. 261. , D. E. V. Wilman Ed., Blakie and Son
  • Robins, R.K., Revenkar, G.R., (1988) Antiviral Drug Development, p. 11. , E. De Clercq and R. T. Walker, Eds., Plenum
  • Marquez, V.E., Lim, M.-I., (1986) Med. Res. Rev., 6, p. 1
  • Marquez, V.E., (1996) Adv Antiviral Drug Design, 2, p. 89
  • De Clerck, E., (1993) J. Antimicrob. Chemother., 32 (SUPPL. A), p. 121
  • Borthwick, A.D., Biggadike, K., (1992) Tetrahedron, 48, p. 571
  • Agrofolio, L., Suhas, E., Farese, A., Condom, R., Challand, S.R., Earl, R.A., Guedj, R., (1994) Tetrahedron, 50, p. 10611
  • Roberts, S.M., Biggadike, K., Borthwick, A.D., Kirk, B.E., (1988) Top. Med. Chem. R. Soc. Chem., 65, p. 172
  • Shealy, Y.F., Clayton, J.D., (1966) J. Am. Chem. Soc., 88, p. 3885
  • Kusaka, T., Yamamoto, H., Shibata, M., Murai, M., Kishi, T., Mizuno, K., (1968) J. Antibiot., 21, p. 255
  • Yaginuma, S., Muto, N., Tsujino, M., Sudate, Y., Hayashi, M., Otani, M., (1981) J. Antibiot., 34, p. 359
  • Hill, J.M., Jenkins, G.N., Rush, C.P., Turner, N.J., Willets, A.J., Buss, A.D., Dawson, M.J., Rudd, B.A.M., (1995) J. Am. Chem. Soc., 117, p. 5391
  • Mitsuya, H., Weinhold, K.J., Furman, P.A., St. Clair, M.H., Nusinoff-Lehrman, S., Gallo, R.C., Bolognesi, D., Broder, S., (1985) Proc. Natl. Acad. Sci USA, 82, p. 7096
  • Mitsuya, H., Broder, S., (1986) Proc. Natl. Acad. Sci USA, 83, p. 1911
  • Gosselin, G., Schnazi, R.F., Sommadossi, J.P., Mathe, C., Bergogne, M.C., Aubertin, A.M., Kirn, A., Imbach, J.L., (1994) Antimicrob. Agents Chemother., 38, p. 1292
  • Lin, T.S., Luo, M.Z., Liu, M.C., Pai, S.B., Dutschman, G.E., Chen, Y.C., (1994) Biochem. Pharmacol., 47, p. 171
  • Vince, R., Hua, M., Brownell, J., Daluge, S., Lee, F., Shannon, W.M., Lavelle, G.C., Boyd, M.R., (1988) Biochem. Biophys. Res. Commun., 156, p. 1046
  • Roberts, G.B., Fyfe, J.A., McAfee, S.A., Rahim, G.S., Daluge, S.M., Almond, M.R., Rideout, J.L., Krenitsky, T.A., (1993) Biochem. Pharmacol., 43, p. 2209
  • Gala, D., Schumacher, D.P., Synlett, 61, p. 1992
  • Schaeffer, H.J., Godse, D.D., Liu, G., (1964) J. Pharmaceut. Sci., 53, p. 1510
  • Lee-Ruff, E., Xi, F.-D., Qie, J., (1996) J. Org. Chem., 61, p. 1547
  • Lee-Ruff, E., Wang, W.-Q., Jiang, J.-L., (1994) J. Org. Chem., 59, p. 2114
  • Park, K.H., Rapoport, H., (1994) J. Org. Chem., 59, p. 394
  • Marquez, V.E., Lim, M.-I., Tseng, C.K.H., Markovac, A., Priest, M.A., Khan, M.S., Kaskar, B., (1988) J. Org. Chem., 53, p. 5709
  • Johnson, M.R., Rickborn, B., (1970) J. Org. Chem., 35, p. 1041
  • Kraus, G.A., Thurston, J., (1989) J. Am. Chem. Soc., 111, p. 9203
  • Corey, E.J., Danheiser, R.L., Chandrase Karan, S., Siret, P., Keck, G.E., Gras, J.-L., (1978) J. Am. Chem. Soc., 100, p. 8031
  • Pappo, R., Allen Jr., T.S., Lemieux, R.U., Johnson, W.S., (1976) J. Org. Chem., 21, p. 478
  • Miyashita, N., Yashikoshi, A., Grieco, P.A., (1977) J. Org. Chem., 42, p. 3772
  • Rodriguez, J.B., Marquez, V.E., Nicklaus, M.C., Barchi Jr., J.J., (1993) Tetrahedron Lett., 34, p. 6233
  • Rodriguez, J.B., Marquez, V.E., Nicklaus, M.C., Mitsuya, H., Barchi Jr., J.J., (1994) J. Med. Chem., 37, p. 3389
  • House, H.O., (1976) Modern Synthetic Reactions, , Benjamin
  • Mitsunobu, O., (1981) Synthesis, p. 1
  • Jenny, T.F., Horlacher, J., Previsani, N., Brenner, S.A., (1992) Helv. Chim. Acta, 75, p. 1944
  • Jenny, T.F., Previsani, N., Brenner, S.A., (1991) Tetrahedron Lett., 48, p. 7029
  • Still, W.C., Kahn, M., Mitra, A., (1978) J. Org. Chem., 43, p. 2923

Citas:

---------- APA ----------
Comin, M.J. & Rodriguez, J.B. (1998) . Expeditious preparation of aristeromycin analogues. Synthesis of 2′,3′-dideoxyaristeromycin. Anales des la Asociacion Quimica Argentina, 86(3-6), 131-138.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03650375_v86_n3-6_p131_Comin [ ]
---------- CHICAGO ----------
Comin, M.J., Rodriguez, J.B. "Expeditious preparation of aristeromycin analogues. Synthesis of 2′,3′-dideoxyaristeromycin" . Anales des la Asociacion Quimica Argentina 86, no. 3-6 (1998) : 131-138.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03650375_v86_n3-6_p131_Comin [ ]
---------- MLA ----------
Comin, M.J., Rodriguez, J.B. "Expeditious preparation of aristeromycin analogues. Synthesis of 2′,3′-dideoxyaristeromycin" . Anales des la Asociacion Quimica Argentina, vol. 86, no. 3-6, 1998, pp. 131-138.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03650375_v86_n3-6_p131_Comin [ ]
---------- VANCOUVER ----------
Comin, M.J., Rodriguez, J.B. Expeditious preparation of aristeromycin analogues. Synthesis of 2′,3′-dideoxyaristeromycin. 1998;86(3-6):131-138.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03650375_v86_n3-6_p131_Comin [ ]