35693-91-5Relevant academic research and scientific papers
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 3-β-D-Ribofuranosylwybutine, the Most Probable Structure for the Hypermodified Nucleoside Isolated from Yeast Phenylalanine Transfer Ribonucleic Acids
Itaya, Taisuke,Morisue, Masatoshi,Shimomichi, Manabu,Ozasa, Masako,Shimizu, Shigeyuki,Nakagawa, Satoshi
, p. 2759 - 2766 (2007/10/02)
An alternative synthesis of the key intermediate 8 for the synthesis of wybutine 1 has been attained through the Heck reaction between (S)-N-(methoxycarbonyl)vinylglycine 13 and 1-benzyl-7-iodowye 7.The nucleoside version of this method using 7-iodo-3-(2,
Synthesis and absolute configuration of wybutine, the fluorescent minor base from phenylalanine transfer ribonucleic acids
Itaya,Mizutani,Iida
, p. 1407 - 1414 (2007/10/02)
The phosphonium chloride 6 having an optically active amino acid moiety was synthesized from (S)-serine benzyl ester tosylate (2b) through a six-step route. The utility of 6 as a reagent for the Wittig reaction was exemplified in the olefination with benz
ACCESS TO THE SYNTHESIS OF WYBUTOSINE, THE FIRST TRICYCLIC FLUORESCENT NUCLEOSIDE ISOLATED FROM PHENYLALANINE TRANSFER RIBONUCLEIC ACIDS
Itaya, Taisuke,Shimomichi, Manabu,Ozasa, Masako
, p. 4129 - 4132 (2007/10/02)
An improved synthesis of the key intermediate 5 for the chiral syntheses of wybutine (1c) and hydroxywybutine (1d) has been achieved by palladium-catalyzed vinylation, which has been utilized for the first synthesis of 3-β-D-ribofuranosylwybutine (2c).
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.
SYNTHESIS OF (S)-(-)-WYBUTINE, THE FLUORESCENT MINOR BASE FROM YEAST PHENYLALANINE TRANSFER RIBONUCLEIC ACIDS
Itaya, Taisuke,Mizutani, Akemi
, p. 347 - 350 (2007/10/02)
The Wittig reaction of 1-benzyl-7-formylwye (12) with (R)-ethyl>triphenylphosphonium chlorid (8) followed by successive methylation and reduction gave (-)-wybutine .
