110582-30-4

Basic information

• Product Name: <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
• Synonyms: <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
• CAS NO: 110582-30-4
• Molecular Weight: 498.495
• Mol File: 110582-30-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: <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(CAS DataBase Reference)
• NIST Chemistry Reference: <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(110582-30-4)
• EPA Substance Registry System: <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(110582-30-4)

Safety Data

• Hazardous Substances Data: 110582-30-4(Hazardous Substances Data)

Upstream product

• 96881-37-7 1-benzyl-7-formylwye 
• 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 

Downstream Products

• 35693-91-5 wybutine 
• 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 
• 70363-52-9 (R*,S*)-β-hydroxy-α-<(methoxycarbonyl)amino>-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo<1,2-a>purine-7-butanoic acid methyl ester 
• 70363-52-9 (R*,R*)-β-hydroxy-α-<(methoxycarbonyl)amino>-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo<1,2-a>purine-7-butanoic acid methyl ester 
• 110582-29-1 *,S^*)>-4,9-dihydro-β-hydroxy-α-<(methoxycarbonyl)amino>-4,6-dimethyl-9-oxo-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 

Relevant articles and documents

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 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.