23392-16-7

Basic information

• Product Name: 5-nitrouridine 2',3',5'-tri-O-benzoate
• Synonyms: 5-nitrouridine 2',3',5'-tri-O-benzoate
• CAS NO: 23392-16-7
• Molecular Weight: 601.526
• Mol File: 23392-16-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-nitrouridine 2',3',5'-tri-O-benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-nitrouridine 2',3',5'-tri-O-benzoate(23392-16-7)
• EPA Substance Registry System: 5-nitrouridine 2',3',5'-tri-O-benzoate(23392-16-7)

Safety Data

• Hazardous Substances Data: 23392-16-7(Hazardous Substances Data)

Upstream product

• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 52522-97-1 5-nitro-2,4-bis-trimethylsilanyloxy-pyrimidine 
• 14215-97-5 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose 

Downstream Products

• 93588-44-4 2',3',5'-tri-O-benzoyl-3-methyl-5-nitrouridine 

Relevant articles and documents

NEW PRODUCTION METHOD FOR PYRIMIDINE NUCLEOSIDE DERIVATIVES

PROBLEM TO BE SOLVED: To provide a method for producing pyrimidine nucleoside derivatives with excellent handleability. SOLUTION: A glycosyl donor of which OH groups at positions 1 and 2 are acylated and other OH groups are protected and a silylated pyrimidine derivative are reacted in the presence of an acid azole/pyridine conjugate of the following general formula (1) or (2) and a solvent. Acid azole/pyridine conjugate is excellent in handleability because it has no or low hygroscopicity. In the formula (1), A is -O- or -S-, in the formulae (1) and (2), R1-R8 are hydrocarbon groups which may be substituted, R1-R8 may form a ring by binding to other R1-R8, the acid azole/pyridine conjugate may comprise plurality of formula (1) and/or formula (2) as partial structures. Further, it may be bonded to a carrier via R1-R8. COPYRIGHT: (C)2015,JPO&INPIT

One-flow, multistep synthesis of nucleosides by Bronsted acid-catalyzed glycosylation

Nucleosides in flow: A general, scalable method of Bronsted acid-catalyzed nucleoside formation is described. Because of the high reaction temperatures readily available to the flow reaction format, mild Bronsted acids, particularly pyridinium triflates, can be used. A one-flow multistep synthesis of unprotected nucleosides is also reported (see scheme).

Nucleoside Syntheses, XXII. Nucleoside Synthesis with Trimethylsilyl Triflate and Perchlorate as Catalysts

The novel Lewis acids (CH3)3SiOSO2CF3 (5), (CH3)3SiOSO2C4F9 (6), and (CH3)3SiClO4 (4) are highly selective and efficient Friedel-Crafts catalysts for nucleoside formation from silylated heterocycles and peracylated sugars as well as for rearrangements of persilylated protected nucleosides.With basic silylated heterocycles these new catalysts give much higher yields of the natural N-1-nucleosides than with SnCl4.