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1. a) Verheggen, I.; Van Aerschot, A.; Toppet, S.; Snoeck, R.; Janssen, G.; Baizarini, J.; De Clercq, E.; Herdewijn, P. J. Med. Chem. 1993, 36, 2033-2040.
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b) Verheggen, I.; Van Aerschot, A.; Van Meerveit, L.; Rozenski, J.; Wiebe, L.; Snoeck, R.; Andrei, G.; Baizarini, J.; Claes, P.; De Clercq, E.; Herdewijn, P. J. Med. Chem. 1995, 38, 826-835.
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Claes, P.9
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2. Agrofoglio, L., Suhas, E., Farese, A., Condom, R., Challand, S.R., Earl, R.A., Guedj, R., Tetrahedron 1994, 10611.
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0029881506
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and references therein
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3. Lin, T.-S.; Luo, M-Z.; Liu, M.-C.; Zhu, Y.-L.; Gullen, E.; Dutschman, G. E.; Cheng, Y.-C. J. Med. Chem. 1996, 39, 1757-1759 and references therein.
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3, Tol., rflx (85% overall): Iacono, S. and Rasmussen, J. R. Org. Synth. Coll. Vol. VII, 1990, 139-141.
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Iacono, S.1
Rasmussen, J.R.2
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0027857964
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Our results were consistent with those of reference 5a. In contrast to the above authors (reference 5b), we observed no change in ratio of 6a/b using HOAc, 90 °C (in place of IRA-H+ resins) in the deprotection step
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b) Hirschmann, R.; Nicolaou, K. C.; Pietranico, S.; Leahy, E. M.; Salvino, J.; Arisen, B.; Cichy, M. A.; Spoors, P. G.; Shakespeare, W. C.; Sprengeler, P. A.; Hamley, P.; Smith III, A. B.; Reisine, T.; Raynor, K.; Maechler, L.; Donaldson, C.; Vale, W.; Freidinger, R. M.; Cascieri, M. R.; Strader, C. D., J. Amer. Chem. Soc. 1993, 115, 12550. Our results were consistent with those of reference 5a. In contrast to the above authors (reference 5b), we observed no change in ratio of 6a/b using HOAc, 90 °C (in place of IRA-H+ resins) in the deprotection step.
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Hirschmann, R.1
Nicolaou, K.C.2
Pietranico, S.3
Leahy, E.M.4
Salvino, J.5
Arisen, B.6
Cichy, M.A.7
Spoors, P.G.8
Shakespeare, W.C.9
Sprengeler, P.A.10
Hamley, P.11
Smith A.B. III12
Reisine, T.13
Raynor, K.14
Maechler, L.15
Donaldson, C.16
Vale, W.17
Freidinger, R.M.18
Cascieri, M.R.19
Strader, C.D.20
more..
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10
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0029031205
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3SiH/ TMSOTf, as recently described for peracetylated sugars also resulted in low yields: Jeffery, A. and Nair, V., Tetrahedron Letters 1995, 3627.
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Jeffery, A.1
Nair, V.2
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11
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85045799450
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2-acetyl-6-O-diphenylcarbamoylguanme was prepared by method of: Zou, R. and Robins, M. J., Can. J. Chem. 1987, 65, 1436.
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Zou, R.1
Robins, M.J.2
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13
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0011997630
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9. For 8-azaguanine formation, see: Shealy, Y.F.; Clayton, J.D.; Montgomery, J.A.; Struck, R. F. J. Org. Chem. 1961, 26, 4433.
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Clayton, J.D.2
Montgomery, J.A.3
Struck, R.F.4
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14
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0026457625
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10. For the synthesis and reaction of 15b with amines, see: a) Siddiqi, S. M.; Chen, X.; Schneller, S. W., Bioorg. and Med. Chem. Letters 1992, 2, 1279.
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Siddiqi, S.M.1
Chen, X.2
Schneller, S.W.3
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15
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0022270707
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b) Legraverend, M.; Ngongo-Tekam, R-M. N.; Bisagni, E.; Zerial, A., J. Med. Chem. 1985, 28, 1477.
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Legraverend, M.1
Ngongo-Tekam, R.-M.N.2
Bisagni, E.3
Zerial, A.4
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