87007-56-5

Basic information

• Product Name: methyl (4S,7R)-3-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-7,10,10-trimethyl-8-oxo-4,5,6,7-tetrahydro-4,7-methano-8H-pyrazolo<1,5-α>azepine-2-carboxylate
• CAS NO: 87007-56-5
• Molecular Weight: 676.81
• Mol File: 87007-56-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl (4S,7R)-3-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-7,10,10-trimethyl-8-oxo-4,5,6,7-tetrahydro-4,7-methano-8H-pyrazolo<1,5-α>azepine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (4S,7R)-3-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-7,10,10-trimethyl-8-oxo-4,5,6,7-tetrahydro-4,7-methano-8H-pyrazolo<1,5-α>azepine-2-carboxylate(87007-56-5)
• EPA Substance Registry System: methyl (4S,7R)-3-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-7,10,10-trimethyl-8-oxo-4,5,6,7-tetrahydro-4,7-methano-8H-pyrazolo<1,5-α>azepine-2-carboxylate(87007-56-5)

Safety Data

• Hazardous Substances Data: 87007-56-5(Hazardous Substances Data)

Upstream product

• 57016-90-7 O⁵,O⁶-isopropylidene-O⁸-trityl-D-allo-4,7-anhydro-2,3-dideoxy-oct-2-ynonic acid methyl ester 
• 70614-31-2 (1R,4S)-3-diazobornan-2-one 

Relevant articles and documents

PYRAZOLE N- AND C-β-D-RIBOFURANOSYL NUCLEOSIDES. SYNTHESIS OF SOME β-D-RIBOFURANOSYL-4,7-METHANOINDAZOLES AND PYRAZOLOAZEPINES

Condensation of O-isopropylidene-D-ribosylhydrazine (1) with (1R,4S)-3-hydroxymethylenebornan-2-ones (2a-b) led to selective N-1 ribosylation of pyrazole ring to provide (4S,7R)-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazoles (3a-b), and deprotected 4,7-methano-1H-indazole (4) after treatment with methanolic HCl.Structure determination including anomeric configuration assignment was discussed based on 1H-NMR spectroscopy. 1,3-Dipolar cycloaddition of diazoketone (5) with b-D-ribofuranosylpropiolate (8) followed by sigmatropic rearrangement was used as a key reaction step in a novel synthesis of pyrazole C-ribofuranoside, (4S,7R)-3-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-oxo-4,7-methano-8H-pyrazoloazepine (11).The protective groups of 11 were easily removed by methanolic HCl to give 3-(β-D-ribofuranosyl)-8H-pyrazoloazepine (12).