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Original Articles

Synthesis of Adenosine, Guanosine and Cytidine Monomer Building Units Bearing the [[2-(Methylthio)-phenyl]thio]methyl (MPTM) Group as The 2′-Hydroxyl Protecting Group

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Pages 679-691 | Received 07 Sep 1991, Accepted 15 Nov 1991, Published online: 23 Sep 2006

References

  • Ohtsuka , E. , Fujiyama , K. , Tanaka , T. and Ikehara , M. 1981 . Chem. Pharm. Bull. , 29 : 2799 (DMTr & THP) The following papers reported during the recent 10 years are available for understanding developments in this field (The parantheses refer to the combination of the 5′ and 2′ hydroxyl protecting group): (MMTr & nBn), (b) Tanimura, T.; Tsuchiya, M.; Urakami, K.; Koura, K.; Sekine, M.; Shinozaki, K.; Miura, K.; Hata, T. J. Am. Chem. Soc. 1984106, 4552; (CPTr & THP) (c) Sekine M.; Hata, T. J. Am. Chem. Soc. 1986108, 4581; (Lev & mTHP) (d) Den Hartog, F. A. J.; Wille, Mrs. G.; van Boom, J. H. Recl. Trav. Pays-Bas. 1981100, 320; (DMTr & mTHP) (e) Happ, E.; Scalfi-Happ, C.; Chladek, S. J. Org. Chem. 198752, 5387; (Pix & Ctmp) (f) Reese, C. B.; Serafinowska, H. T.; Zappia, G. Tetrahedron Lett., 198627, 2291; (C18Pix & MDP) (g) Welch, C. J.; Zhou, X. -X.; Chattopadhyaya, J. Acta Chem. Scand., Ser. B 198640, 817; (DMTr & THF) (h) Ohtsuka, E.; Ohkubo, M.; Yamane, A.; Ikehara, M. Chem. Pharm. Bull. 198331, 1910; (MMTr & tBDMS) (i) Usman, N.; Ogilvie, K. K.; Jiang, M. -Y.; Cedergren, R. J. J. Am. Chem. Soc. 1987109, 7845; (DMTr & MeOBn) (j) Takaku, H.; Kamaike, K. Chem. Lett. 1982189; (DMTr & MEM) (k) Itoh, T.; Ueda, S.; Takaku, H. J. Org. Chem. 198651, 931; (Fmoc & EE) (l) Fukuda, T.; Hamana, T.; Marumoto, R. Nucleic Acids Symposium Series 198819, 13; (Dbmb & mTHP) (m) Brouwn, J. M.; Christodoulou, C.; Modak, A. S.; Reese, C. B.; Serafinowska, H. T. J. Chem. Soc., Perkin Trans. 1 1989, 1751.
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