A convergent synthesis of 2′-o-methyl uridine
G Parmentier, G Schmitt, F Dolle, B Luu
Index: Parmentier, Gilles; Schmitt, Gaby; Dolle, Frederic; Luu, Bang Tetrahedron, 1994 , vol. 50, # 18 p. 5361 - 5368
Full Text: HTML
Citation Number: 25
Abstract
A convergent synthesis of 2′-O-methyl uridine (1) is described. The key steps in our synthesis are:(1) a facile obtention of the 2′-O-methyl sugar synthon using totally selective and efficient methylation conditions;(2) a stereoselective high-yield condensation with an uracil derivative, yielding the desired β-form.
Related Articles:
A reliable Pd-mediated hydrogenolytic deprotection of BOM group of uridine ureido nitrogen
[Aleiwi, Bilal A.; Kurosu, Michio Tetrahedron Letters, 2012 , vol. 53, # 29 p. 3758 - 3762]
Synthesis of New 3'-, 5-, and N 4-Modified 2'-O-Methylcytidine Libraries on Solid Support
[Nyilas, A.; Chattopadhyaya, J. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1986 , vol. 40, # 10 p. 826 - 830]
[Welch, C. J.; Bazin, H.; Heikkila, J.; Chattopadhyaya, J. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1985 , vol. 39, # 3 p. 203 - 212]
General preparative synthesis of 2′??O??methylpyrimidine ribonucleosides
[Ross; Springer; Vasquez; Andrews; Cook; Acevedo Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 4 p. 765 - 769]
[Akiyama; Nishimoto; Ozaki Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 11 p. 3356 - 3357]