136459-47-7Relevant academic research and scientific papers
SYNTHESIS OF BASE-MODIFIED "ABBREVIATED" NAD ANALOGUES
Jurikova, Kristina,Smrckova, Svatava,Holy, Antonin
, p. 237 - 250 (2007/10/02)
The "abbreviated" model of NAD, 1--3-carbamoylpyridinium chloride (VIIIa), and its 2,6-diaminopurine (VIIIb), 3-deazaadenine (VIIIc), guanine (VIIId) and cytosine (VIIIe) analogues were prepared by the Zincke reaction.The (R)-isomer of the adenine model VIIIa (compound IX) was prepared for chiroptical studies.As shown by NMR, UV and CD spectra, neither in dimethyl sulfoxide nor in water any intramolecular ?-? interactions exist between the heteroaromatic systems.
Ring-opening of glycidyl derivatives by silanes mediated by Ti(O-i-Pr)4 or Al(O-i-Pr)3: Access to versatile C3 building blocks
Sutowardoyo,Sinou
, p. 437 - 444 (2007/12/18)
Ring-opening of chiral glycidol or glycidyl tosylate by Me3SiN3 or Me3SiCN catalyzed by Ti(O-i-Pr)4 or Al(O-i-Pr)3 occurred in a regiospecific manner and with very high stereoselectivity, leading to new trifunctionalized chiral building blocks. The enantiomeric excess of the ring-opened products was 90-95%, as determined by 1H NMR of the Mosher ester derivatives, indicating that there was no significant loss of optical purity during the ring-opening. This methodology was applied for the one-pot synthesis of (R)-1-azido-3-naphthyloxy-2-hydroxypropane in 94% ee, a precursor of analogs of propranolol.
