59220-97-2

Upstream product

• 59220-96-1 (1S)-D-1-(3-ethoxycarbonylamino-1⁽²⁾H-pyrazol-4-yl)-O²,O³-isopropylidene-O⁵-trityl-1,4-anhydro-ribitol 
• 60526-02-5 2-(dimethylamino-methylene)-O⁴,O⁵-isopropylidene-O⁷-trityl-D-altro-3,6-anhydro-2-deoxy-heptononitrile 
• 59221-00-0 C₃₁H₃₁NO₅ 
• 77668-04-3 2-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)acetonitrile 
• 77742-49-5 semicarbazone of 2-formyl-2-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)acetonitrile 
• 56703-40-3 2-(2,3-O-Isopropylidene-5-O-trityl-β-D-ribofuranosyl)acetonitrile 
• 54503-65-0 2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol 
• 67814-68-0 2,3-O-isopropylidene-β-D-ribofuranose 
• 36468-53-8 β-D-ribofuranose 
• 59220-94-9 4-(O²,O³-isopropylidene-O⁵-trityl-β-D-ribofuranosyl)-1(2)H-pyrazole-3-carboxylic acid hydrazide 
• 57016-96-3 4-(O²,O³-isopropylidene-O⁵-trityl-β-D-ribofuranosyl)-1(2)H-pyrazole-3-carboxylic acid methyl ester 
• 92949-41-2 2-formyl-2-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)acetonitrile thiosemicarbazone 
• 77715-28-7 2-formyl-2-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)acetonitrile 
• 90494-18-1 3-amino-2-carbamimidoyl-4-(β-D-2,3-O-isopropylidene-5-O-tritylribofuranosyl)pyrazole 

Downstream Products

• 62156-20-1 4-amino-8-(β-D-2,3-O-isopropylidene-5-O-tritylribofuranosyl)pyrazolo<1,5-a>-1,3,5-triazine 
• 59414-68-5 8-(O²,O³-isopropylidene-O⁵-trityl-β-D-ribofuranosyl)-2-thioxo-2,3-dihydro-1H-pyrazolo[1,5-a][1,3,5]triazin-4-one 
• 71774-71-5 N'-[4-(O²O³-isopropylidene-O⁵-trityl-β-D-ribofuranosyl)-1(2)H-pyrazol-3-yl]-guanidinecarboxylic acid ethyl ester 
• 71774-72-6 N-ethoxycarbonyl-3-(N'-ethoxycarbonyl-guanidino)-4-(O²,O³-isopropylidene-O⁵-trityl-β-D-ribofuranosyl)-pyrazole-1-carboximidic acid amide 
• 71774-73-7 2-amino-8-(O²,O³-isopropylidene-O⁵-trityl-β-D-ribofuranosyl)-3H-pyrazolo[1,5-a][1,3,5]triazin-4-one 
• 59221-01-1 4-[4-(O²,O³-isopropylidene-O⁵-trityl-β-D-ribofuranosyl)-1(2)H-pyrazol-3-yl]-3-thio-allophanic acid ethyl ester 

Relevant academic research and scientific papers

CYCLIC DINUCLEOTIDES AS STING AGONISTS

Disclosed are compounds, compositions and methods for treating of diseases, syndromes, or disorders that are affected by the modulation of STING. Such compounds are represented by Formula (I) as follows: wherein R, R1B, R1C, R2B

A Facile Synthesis of 8-(β-D-Ribofuranosyl)-4-thioxo-3H-pyrazolo-1,3,5-triazine and Its α-Anomer

A versatile intermediate 2 for C-nucleoside synthesis was treated with thiosemicarbazide to obtain thiosemicarbazone 6, which was then converted to 3-aminopyrazol-2N-thiocarboxamide derivatives 7 and 8 by the reaction of 6 and sodium ethoxide. 4-Thioxo-4H-pyrazolo-1,3,5-triazine C-nucleosides 11 and 12 were obtained by the ring closure reaction of 7 and 8 with triethyl orthoformate.Brief treatment of 11 and 12 with 10percent methanolic hydrogen chloride afforded C-nucleosides 4 and 13, respectively, without anomerization.Identification of compounds 4 and 13 was madeon the basis of 1H nmr and uv spectra, as well as chemical conversion to known compounds with established configurations.Model compounds were also synthesized in order to confirm the heterocyclic moieties.

SYNTHESIS OF 3-AMINO-2-CARBAMIMIDOYLPYRAZOLE C-NUCLEOSIDES AND ITS CYCLIZATION TO 4-AMINOPYRAZOLO-1,3,5-TRIAZINE C-NUCLEOSIDES

4-Amino-8-(β-D-2,3-O-isopropylidene-5-O-tritylribofuranosyl)pyrazolo-1,3,5-triazine and its α-isomer were synthesized via 3-amino-2N-carbamimidoyl-4-(α and β-D-2',3'-O-isopropylidene-5'-O-tritylribofuranosyl)pyrazoles.

Nucleosides. 117. Synthesis of 4-Oxo-8-(β-D-ribofuranosyl)-3H-pyrazolo-1,3,5-triazine (OPTR) via 3-Amino-2N-carbamoyl-4-(β-D-ribofuranosyl)pyrazole (ACPR) Derivatives

Reaction of 2-formyl-2-(2,3-O-isoprpylidene-5-O-trityl-D-ribofuranosyl)acetonotrile (VII) with semicarbazide hydrochloride followed by sodium ethoxide treatment afforded α,β-mixture of 3-amino-2N-carbamoyl-4-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)pyrazole (IX).Conversion of IX to 4-oxo-8-(2,3-O-isopropylidene-5-O-trityl-D-ribofuranosyl)-3H-pyrazolo-1,3,5-triazine (XIII) was achieved by treatment of IX with ethylorthoformate.The β-isomer IXb gave only β-isomer XIIIb, and the α-isomer was converted exclusively into the α-isomer XIIIa.Upon deprotection with 3percent n-butanolic hydrogen chloride, both IXa and IXb gave the same mixture of the α- and β-isomers of 3-amino-2N-carbamoyl-4-(D-ribosyl)pyrazole, which were separated by chromatography. The syntheses of the hitherto unknown compounds, 3-amino-2N-carbamoylpyrazole (IVa) and its 4-methyl analog (IVb) are also reported.Experimental details of the synthesis of 3-amino-4-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)pyrazole (XIIb), an important intermediate for "purine-like" C-nucleosides, are also described.