110658-44-1Relevant academic research and scientific papers
Studies towards the synthesis of the hypermodified nucleoside of rat liver phenylalanine transfer ribonucleic acid: Improved synthesis of the base β-hydroxywybutine
Itaya, Taisuke,Kanai, Tae
, p. 1220 - 1224 (1998)
An improved synthesis of the key intermediates (3 and 8) for the synthesis of β-hydroxywybutines [[R(R*,S*)]- and [S-(R*,R*)]-4], the most probable structures for the minor base from rat liver tRNA(Phc), has been achieved by the Wittig reaction between 1-benzyl-7-formylwye (1) and the phosphorane derived from (R)-2[(methoxycarbonyl)amino]-3- (triphenylphosphonio)propanoate (10), followed by methylation, OsO4 oxidation, and cyclocondensation with COCI2 in the presence of pyridine. The racemic forms of β-hydroxywybutines [(R*,S*)- and (R*,R*)-4], which were required for the determination of the optical purity of [R-(R*,S*)]- and [S-(R*,R*)]-4 by means of chiral HPLC, were conveniently prepared through pyrolysis of the cyclic carbonate 3 followed by NaBH4 reduction and catalytic hydrogenolysis. The samples of [R-(R*,S*)]- and [S-(R*,R*)]-4 were thus shown to be optically pure.
Synthesis of β-hydroxywybutines, the most probable alternatives for the hypermodified base of rat liver phenylalanine transfer ribonucleic acid
Itaya, Taisuke,Watanabe, Nobuhide,Iida, Takehiko,Kanai, Tae,Mizutani, Akemi
, p. 6419 - 6430 (2007/10/02)
Deoxygenation of the 1,2-glycol (±)-5 was achieved at the position adjacent to the heterocycle through the cyclic carbonate (±)-14, providing the monohydroxy compound 6. This new method of regioselective deoxygenation was employed for the first synthesis
SYNTHESIS OF OPTICALLY ACTIVE FORMS OF HYDROXY-Y BASE, THE MINOR COMPONENT OF RAT LIVER PHENYLALANINE TRANSFER RIBONUCLEIC ACID
Itaya, Taisuke,Watanabe, Nobuhide,Mizutani, Akemi
, p. 4043 - 4046 (2007/10/02)
-β-Hydroxywybutine (6) and its -isomer (9) have been synthesized as the most probable alternatives for hydroxy-Y base isolated from rat liver phenylalanine tRNA.
