62374-23-6

Upstream product

• 93-97-0 benzoic acid anhydride 
• 58-61-7 adenosine 
• 98-88-4 benzoyl chloride 
• 110-86-1 pyridine 

Downstream Products

• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 79974-67-7 N⁶-Benzoyl-2',3'-O-bis(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosin 
• 79974-68-8 N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine 
• 69504-00-3 N⁶-Benzoyl-5'-O-(monomethoxytrityl)adenosine 
• 69504-09-2 N⁶-Benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine 
• 69504-10-5 N⁶-Benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine 
• 146-78-1 2-fluoroadenosine 
• 1053628-87-7 2-fluoro-6-N,N-dibenzoyl-9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-9H-purine 
• 51549-15-6 2',3',5'-tri-O-benzoyladenosine 
• 6984-53-8 N⁶,2',3',5'-tetra-O-benzoyladenosine 
• 4546-55-8 N-benzoyladenosine 

Relevant academic research and scientific papers

A process for preparing 1 - O - acetyl - 2, 3, 5 - three - O - benzoyl - β - D - ribofuranosyl method (by machine translation)

A process for preparing 1 - O - acetyl - 2, 3, 5 - three - O - benzoyl - β - D - ribofuranosyl method, including: S1, benzoylated reaction: the adenosine with organic solvent and mixed acid, dropping benzoyl chloride reaction, filtering, the filter cake washed with organic solvent, the filtrate, concentrating and recovering organic solvent to dry, adding methanol stirring beating, filtering, to obtain the [...]; S2, acylation reaction: [...] with the cosolvent and acetic anhydride mixing, stirring solution cleaning, dropping of a catalytic amount of paratoluenesulfonic acid, thermal insulation reaction, filtering, spend solvent washing the filter cake, the filtrate, washing filtrate, dried anhydrous magnesium sulfate, filtered, concentrated under reduced pressure for recovering the solvent, to obtain crude, recrystallization, get. The invention not only avoids the use of pyridine malodorous materials, but also has the step is short, the operation is simple, low cost, environment-friendly, "three wastes" less amount and the like, suitable for industrial production. (by machine translation)

THERAPEUTIC COMPOUNDS

Compounds of formula (I) below are disclosed. Their use as medicaments is described, in particular for the treatment of pain or inflammation. In said Fomula, when X=Y=Z=OH, R1 is OCH2CF2CF3, phenoxy (substituted with 3-(4- trifluoromethylphenyl), 3,4-dichloro, (3-trifluoromethyl,4-fluoro), (3-trifluoromethyl,4- chloro), (3-chloro, 4-cyano), or 3,5-bis(trifluoromethyl)), l-piperazinyl(4-(3,4- dichlorophenyl)), phenyl (substituted with 3,4-dichloro, 3,5-difluoro, 3,5- bis(trifluoromethyl) or 3,4,5-trifluoro) or 2-benzofuranyl; or when X=Y=OH and Z=OMe, R1 is OCH3, OCH2CHF2, OCH2cyclopentyl, O-(2,5- difluorophenyl) or (S)-sec-butylamino; or when X=H and Y=Z=OH, R1 is n-hexylamino or cyclopentylamino; or when (IV) X=Z=OH and Y=H, R1 is cyclopentylamino;or a pharmaceutically acceptable salt thereof.

A novel method for the introduction of fluorine into the purine 2-position: Synthesis of 2-fluoroadenosine and a formal synthesis of the antileukemic drug fludarabine

A novel method for the introduction of fluorine in the purine 2-position is described and employed in the synthesis of a potential antimycobacterial compound. Also 2-fluoroadenosine has been synthesized for the first time from adenosine with perbenzoylated 2-nitroadenosine as a key intermediate. Mild reaction conditions are employed and few synthetic steps are required. The novel synthesis of fluoroadenosine can be regarded as a formal synthesis of the antileukemic drug fludarabine phosphate. Georg Thieme Verlag Stuttgart.

Nucleic acid related compounds. 127. Selective N-deacylation of N,O-peracylated nucleosides in superheated methanol

Solutions of peracylated adenosine, cytidine, and related nucleoside derivatives undergo selective N-deacylation upon heating at elevated temperatures (oil bath ≥ 105 °C) in methanol. An increase in the bulk of the N-acyl group has little effect on the rate of N-deacylation but increases the N/O selectivity ratio. Extended heating is required for N-deacylation with arylcarboxylic acid derivatives. Contamination with acidic or basic reagent residues is avoided.

IMPROVED SYNTHESIS OF 2-SUBSTITUTED ADENOSINES

Synthesis of 2-substituted adenosines of formula (I) using 2-nitro pentabenzoyl adenosine, or 2-nitro pentaacetyl adenosine, as intermediate is described: Formula (I) wherein R = C1-6 alkoxy (straight or branched), a phenoxy group (unsubstitute

THERAPEUTIC COMPOUNDS

Use of compounds of general formula (A) as medicaments is described, in particular for the treatment of pain or inflammation; wherein: (I) when X = OH, R2 = NH2, R5 = CH2OH, R6 = H , R1 is C5-C6 alkoxy, OCH2Cyclopropyl, O-(2,2,3,3-tetrafluoro-cycloButyl), phenoxy, substituted phenoxy, OCH2CH2OH, or OCH2CHF2, (5-indanyl)oxy, C1, C2, C5, or C6 alkylamino, (R) or (S)-sec-Butylamino, C5 or C6 cycloalkylamino, exo-norbornane amino, (N-methyl, N--isoamylamino), phenylamino, phenylamino with either rnethoxy or fluoro substituents, a C2 sulfone group, a C2 alkyl group, a cyano group, a CONH2 group, or 3,5-dimethylphenyl; or when X = H, R2 = NH2, R5 = CH2OH , R6 = H, R1 is n-hexyloxy; or (II) when X = OH , R1 = H, R5 = CH2OH, R6 = H, R2 is NMe2, N-(2-isopentenyl), piperazinyl, (N-Me, N-benzyl), (N-Me, N-CH2Ph(3-Br)), (N-Me, N--CH2Ph(3-CF3)), or (N-Me, N-(2-rnethoxyethyl)), or OCH2Cyclopentyl; or (III) when X = OH, R5 = CONHR3, R6 = H: R1 is H, R3 is an isopropyl group, and R2 is either NH2 or a methylamino group (NHMe) or an isoamyl group (CH2CH2CHMe2); or R1 is H, R3 is H, and R2 is NH2; or R1 is OMe, R3 is Ph, and R2 is NH2; or R1 is NHCH2CH2CH2CH2CH2Me, R3 is CH2CH2CH2Me, and R2 is NH2; or (IV) when X = OH, R1 = H, R2 = NH2, R5 = CH2NHCOR.4, R6 = H, R4 is n-propyl or NHCH2CH3; or (V) when X = OH, R5 = CH2OH, R6 = H: R1 is NHCyclohexyl when R2 is NMe2; or R1 is OMe when R2 is NHBenzyl; or (VI) when X = OH , R2 = NH2, R5 = CH2OH, R6 = Me, R1 is NHCyclohexyl or NHCyclopentyl.

Nucleosides, XXXVII. - Synthesis and Properties of 2'-O- and 3'-O-(tert-Butyldimethylsilyl)-5'-O-(4-methoxytrityl)- and 2',3'-Bis(O-tert-butyldimethylsilyl)ribonucleosides - Starting Materials for Oligoribonucleotide Syntheses

The synthesis of aminoacylated 5'-O-(4-methoxytrityl)ribonucleosides of adenosine (1), guanosine (9), cytidine (31), uridine (17), and 5,6-dihydrouridine (23) have been optimized and these compounds (4, 12, 33, 18 and 24) silylated by tert-butyldimethylsilyl chloride.The corresponding 2'- and 3'-mono-O- as well as 2',3'-bis-O-(tert-butyldimethylsilyl) derivatives have been isolated by combination of chromatographical methods and fractional crystallization procedures in preparative scale.The characterization of the newly synthesized compounds was achieved by UV and 13C-NMR spectra.