Homo-C-nucleoside analogs IV. Synthesis of 4-(2,5-anhydro-D-altro-pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole homo-C-nucleoside. CD assignment of the absolute configuration of the carbon bridge.
Dehydrative cyclization of 4-(D-altro-pentitol-1-yl)2-phenyl-2H-1,2,3-triazole in basic medium with one moler equivalent of p-toluene sulfonyl chloride in pyridine solution gave the homo-C-nucleoside 4-(2,5-anhydro-D-altro-1-yl)-2-phenyl-2H-1,2,3-triazole. The structure and anomeric configuration was determined by acylation, nuclear magnetic resonance (NMR), and mass spectroscopy. The stereochemistry at the carbon bridge of homo-C-nucleoside 2-phenyl-2H-1,2,3-triazoles was determined by circular dichroism (CD) spectroscopy.
Studies on anhydro-osazones. Part 5. Structure and anomeric configuration of the C-nucleoside analogues obtained from the dehydration of D-gluco- and D-manno-hept-2-ulose phenylosazones
Dehydration of D-gluco- and D-manno-hept-2-ulose phenylosazones with methanolic sulphuric acid afforded the anomeric furanosyl anydro-osazone pair: 3,6-anhydro-D-manno-hept-2-ulose phenylosazone (2), and the gluco-analogue osazone (3). A new type of anomeric pyranosyl anhdro-osazone [3,7-anhydro-D-manno-hept-2-ulose phenylosazone (4) and the gluco-analogue (5)] was also identified. Refluxing the anhydro-osazones with copper sulphate afforded the anomeric furanosyl C-nucleoside analogues 4-α-D-arabinofuranosyl-2-phenyl-v-triazole (6) and the β-isomer (7), and the arabinopyranosyl isomers (8) and (9). The structures and anomeric configurations of the products were determined by periodiate oxidation, o.r.d., and n.m.r. spectroscopy. The mechanism of the dehydration and the mass spectra of compounds (6)–(9) are discussed.
Developers of the hepatitis B vaccine.
air at VA facilities, one of the many pieces of unfinished business beyond those major issues that we discussed in our Commentary. We agree that all facilities where current and past military personnel serve and receive treatment should be 100% smoke-free and note the recent Institute of Medicine report Combating Tobacco in Military and Veteran Populations. The report, which was commissioned by the Department of Defense (DOD) in 2007, calls for the DOD to set a timeline to eliminate smoking on military installations. The report also recommends that the DOD stop selling tobacco products in military commissaries and exchanges, prohibit tobacco use anywhere on military installations, and treat tobacco use in the same way as other health-related behaviors, such as alcohol abuse and poor physical fitness. We join Matthews and the Institute of Medicine in urging the VA and the DOD to take more immediate steps to protect the health of the men and women who serve in the armed services, as well as the civilians (such as Dr Matthews) working to serve them.