Abstract Efficient syntheses of 2′-bromo-2′-deoxy-3′,5′-O-TPDS-uridine (5a) and 1-(2-bromo-3,5-O-TPDS-β-D-ribofuranosyl)thymine (5b) from uridine and 1-(β-D-ribofuranosyl)thymine are described, respectively. The key step is a treatment of 3′,5′-O-TPDS-O2,2′-anhydro-1-(β-D-ardbinofuranosyl)uracil (4a) and -thymine (4b) with LiBr in the presence of BF3-OEt2 in 1,4-dioxane at 60°C to give 5a and 5b in 98%, and 96% yield, respectively. 1. Partial Protection of Carbohydrate Derivatives. Part 30. For Part 29, see Kawashima, E; Aoyama, Y.; Sekine, T.; Miyahara, M.; Radowan, M. F.; Nakamura, E.; Kainosho, M.: Kyogoku, Y.; Ishido, Y.I. Org. Chem. submitted. #This paper is dedicated to Dr. Yoshihisa Mizuno, an Emeritus Professor of Hokkaido University, on the occasion of his 75th birthday. Notes 1. Partial Protection of Carbohydrate Derivatives. Part 30. For Part 29, see Kawashima, E; Aoyama, Y.; Sekine, T.; Miyahara, M.; Radowan, M. F.; Nakamura, E.; Kainosho, M.: Kyogoku, Y.; Ishido, Y.I. Org. Chem. submitted. #This paper is dedicated to Dr. Yoshihisa Mizuno, an Emeritus Professor of Hokkaido University, on the occasion of his 75th birthday.
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
