136136-41-9

Basic information

• Product Name: 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(ptolyl)pyrimidin-2(1H)-one
• Synonyms: 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(ptolyl)pyrimidin-2(1H)-one
• CAS NO: 136136-41-9
• Molecular Weight: 317.345
• Mol File: 136136-41-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(ptolyl)pyrimidin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(ptolyl)pyrimidin-2(1H)-one(136136-41-9)
• EPA Substance Registry System: 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(ptolyl)pyrimidin-2(1H)-one(136136-41-9)

Safety Data

• Hazardous Substances Data: 136136-41-9(Hazardous Substances Data)

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 611-53-0 5-Iodo-2'-deoxycytidine 
• 624-31-7 4-tolyl iodide 
• 65523-09-3 5-(chloromercuri)-2'-deoxycytidine 

Relevant articles and documents

Imine-Palladacycles as Phosphine-Free Precatalysts for Low-Temperature Suzuki-Miyaura Synthesis of Nucleoside Analogues in Aqueous Media

The synthesis and characterization of new water-soluble dinuclear palladacycles of the general formula [{Pd(R-C^N-SO3Na)(μ-AcO)}2] (R = H (1), OMe (2), Cl (3)) incorporating an ortho-metalated sodium 4-(N-benzylideneamino)benzenesulfonate moiety is reported. These complexes have been revealed to be excellent phosphine-free catalysts for the synthesis of functionalized nucleoside analogues involving a low-temperature Suzuki-Miyaura coupling of 5-iodo-2′-deoxyuridine with different arylboronic acids in neat water. The potential of 1-3 as synthetic precursors was also tested, and bridging acetates were cleaved by reaction with neutral PPh3, yielding the corresponding mononuclear derivatives [Pd(R-C^N-SO3Na)(AcO)(PPh3)] (R = H (4), MeO (5), Cl (6)). Analytical and spectroscopic techniques confirmed the proposed formulas and reactivities reported for complexes 1-6. Structural characterization by X-ray diffraction of single crystals grown from samples of 4 and 6 produced the unexpected but valuable crystallization-mediated compounds 4cm and 6cm that also supported the results presented here.