70363-52-9

Basic information

• Product Name: hydroxy-Y base
• Synonyms: hydroxy-Y base
• CAS NO: 70363-52-9
• Molecular Formula: C16H20N6O6
• Molecular Weight: 392.3666
• Mol File: 70363-52-9.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.61g/cm³
• Refractive Index: 1.7
• PKA: 10.39±0.46(Predicted)
• CAS DataBase Reference: hydroxy-Y base(CAS DataBase Reference)
• NIST Chemistry Reference: hydroxy-Y base(70363-52-9)
• EPA Substance Registry System: hydroxy-Y base(70363-52-9)

Safety Data

• Hazardous Substances Data: 70363-52-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H20N6O6/c1-7-8(5-9(23)10(14(25)27-3)20-16(26)28-4)22-13(24)11-12(18-6-17-11)21(2)15(22)19-7/h6,9-10,23H,5H2,1-4H3,(H,17,18)(H,20,26)

Upstream product

• 214117-24-5 (+/-)-1-benzyl-α-<(methoxycarbonyl)amino>-β-oxo-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo<1,2-a>purine-7-butanoic acid methyl ester 
• 110582-31-5 <4S-<4α(R^*),5β>>-5-<1-benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-α-<(methoxycarbonyl)amino>-2-oxo-1,3-dioxolane-4-acetic acid methyl ester 
• 110582-30-4 <αS-(αR^*,βR^*,γR^*)>-1-benzyl-4,9-dihydro-β,γ-dihydroxy-α-<(methoxycarbonyl)amino>-4,6-dimethyl-9-oxo-1H-imidazol<1,2-a>purine-7-butanoic acid methyl ester 
• 96854-31-8 -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester 
• 96881-37-7 1-benzyl-7-formylwye 
• 189103-73-9 4,6-dimethyl-9-oxo-3-[2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-4,9-dihydro-3H-imidazo[1,2-a]purine-7-carbaldehyde 
• 117136-08-0 3-<2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl>wybutine 
• 189103-76-2 (αS,βS,γS)-β,γ-dihydroxy-α-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-[2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-4,9-dihydro-3H-imidazo[1,2-a]purine-7-butanoic acid methyl ester 
• 189103-74-0 [S-(E)]-4-[4,6-dimethyl-9-oxo-3-[2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-4,9-dihydro-3H-imidazo[1,2-a]purin-7-yl]-2-[(methoxycarbonyl)amino]-3-butenoic acid methyl ester 
• 189103-80-8 (αS,βR)-β-hydroxy-α-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-[2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-4,9-dihydro-3H-imidazo[1,2-a]purine-7-butanoic acid methyl ester 
• 189103-82-0 (αS,βR)-β-hydroxy-α-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-β-D-ribofuranosyl-4,9-dihydro-3H-imidazo[1,2-a]purine-7-butanoic acid methyl ester 
• 110658-44-1 αS-(αR^*,βS^*,γS^*)-1benzyl-4,9-dihydro-β,γ-dihydroxy-α-<(methoxycarbonyl)amino>-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purine-7-butanoic acid methyl ester 
• 499207-72-6 4-[3-(3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-4,6-dimethyl-8-oxo-4,8-dihydro-3H-1,3,4,5,7a-pentaaza-s-indacen-7-yl]-2-methoxycarbonylamino-but-3-enoic acid methyl ester 

Relevant articles and documents

Synthesis and structure of the hypermodified nucleoside of rat liver phenylalanine transfer ribonucleic Acid.

The first synthesis of (alphaS,betaS)-beta-hydroxy-alpha-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-beta-D-ribofuranosyl-4,9-dihydro-3H-imidazo[1,2-a]purine-7-butanoic acid methyl ester [(alphaS,betaS)-11] has been achieved by OsO(4) oxidation of [S-(E

Studies towards the synthesis of the hypermodified nucleoside of rat liver phenylalanine transfer ribonucleic acid: Improved synthesis of the base β-hydroxywybutine

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 [R-(R*,S*)]- and [S-(R*,R*)]-β-Hydroxy-3-(β-D-ribofuranosyl)- wybutines, the most probable alternatives for the hypermodified nucleoside of rat liver phenylalanine transfer ribonucleic acid

The synthesis of the title compounds started with the Vilsmeier reaction of 3-[2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D- ribofuranosyl]wye (5b) and proceeded through the Wittig reaction with (R)-N-(methoxycarbonyl)-3-(triphenylphosphonio)alaninate (4), methylation with trimethylsilyldiazomethane, OsO4 oxidation, cyclocondensation with triphosgene, and catalytic hydrogenolysis. Chromatographic separation of the resulting diastereomeric mixture and subsequent deprotection afforded the two desired nucleosides [[R-(R*,S*)]- and [S-(R*,R*)]-2b] for the first time.

Synthesis of β-hydroxywybutines, the most probable alternatives for the hypermodified base of rat liver phenylalanine transfer ribonucleic acid

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

-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.