60084-10-8

Usage

InChI:InChI=1/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)/t4-,5-,6-,7-/m1/s1

Upstream product

• 60084-09-5 ethyl 2-(2',3',3''-tri-O-benzoyl-β-D-apiofuranosyl)thiazole-4-carboxylate 
• 88734-04-7 2-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)thiazole-4-carboxamide 
• 129452-78-4 benzyl 3-methyl-2-<2-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)thiazol-4-ylcarbonylamino>but-2-enoate 
• 95936-53-1 (-)-ethyl 2-(β-D-ribofuranosyl)thiazole-4-carboxylate 
• 218145-23-4 ethyl 2-(5'-O-benzoyl-β-D-ribofuranosyl)thiazole-4-carboxylate 
• 477881-07-5 methyl 2-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)thiazole-4'-carboxylate 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 52783-53-6 methyl 2,3,3'-tri-O-benzoyl-β-D-apiofuranoside 
• 5517-61-3 methyl 3'-O-benzoyl-β-D-apiofuranoside 
• 23316-67-8 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile 
• 5517-60-2 methyl 3'-O-benzoyl-2,3-O-isopropylidene-β-D-apiofuranoside 
• 4099-85-8 ((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol 
• 477881-06-4 methyl 1'-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)thiazoline-4'-carboxylate 
• 29868-36-8 5-O-benzoyl-2,3-di-O-isopropylidene-β-D-ribofuranosyl-1-carbonitrile 

Downstream Products

• 60084-11-9 2-(2',3'-O-isopropylidene-β-D-ribofuranosyl)thiazole-4-carboxamide 
• 92952-33-5 ara-tiazofurin 
• 92952-40-4 2-(β-D-xylofuranosyl)thiazole-4-carboxamide 
• 92982-23-5 Trifluoro-methanesulfonic acid (2R,3R,4S,5R)-5-(4-carbamoyl-thiazol-2-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 
• 92952-39-1 Acetic acid (2R,3S,4R,5R)-5-(4-carbamoyl-thiazol-2-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 
• 92952-38-0 2-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-thiazole-4-carboxylic acid amide 
• 83285-83-0 Tiazofurin adenine dinucleotide 
• 896420-04-5 2-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)thiazole-4-carboxamide 

Relevant academic research and scientific papers

Synthesis of 4-Substituted 5-Amino-2-(β-D-ribofuranosyl)thiazoles and 4-Substituted 5-Amino-2-(β-D-ribofuranosyl)selenazoles and Their Respective Conversion into 2-(β-D-Ribofuranosyl)thiazolopyrimidines and 2-(β-D-Ribofuranosyl)selenazolopyrimidines. A New Synthesis ...

A novel ring closure has been devised to produce fully substituted thiazoles and selenazoles from the condensation of thio- and selenoates with various 2-aminoacetonitrile derivatives.The syntheses of methyl 2,5-anhydroallonothioate (3) and methyl 2,5-anhydroallonoselenoate (4) from methyl 2,5-anhydroallonimidate are described.The condensations of these carboxylates with the appropriate 2-aminoacetonitrile derivatives to give the corresponding 5-amino-2-(β-D-ribofuranosyl)thiazole and -selenazole nucleosides bearing the carboxamide (10 and 13) ethyl carboxylate (11 and 14), and cyano (12) functions at the four positions are reported.Further manipulation of these functionalized thiazoles and selenazoles yielded the corresponding thiazolo- and selenazolopyrimidine nucleosides (20, 21, and 22), as well as a thiazolotriazine nucleoside (23).New syntheses of tiazofurin (1) and selenazofurin (2) via the reductive dediazotization products of ethyl 5-amino-2-(β-D-ribofuranosyl)thiazole-4-carboxylate (11) and ethyl 5-amino-2-(β-D-ribofuranosyl)selenazole-4-carboxylate (14) are also reported.

Synthesis and biological evaluation of novel apio nucleosides with thiazole-4-carboxamide and 1,2,4-triazole-3-carboxamide

In view of biological activities of azole nucleosides and apio-dideoxynucleoside, novel apio nucleoside analogues (1 and 2) with thiazole and triazole base moiety were synthesized using 2,3-O-isopropylidene-apio-β -D-furanose (3), which was prepared from D-mannose.

A concise route to tiazofurin

Successful oxidation of a key thiazoline intermediate allows an efficient synthesis of tiazofurin in four steps from commercially available 1′-acetoxy-2′,3′,5′-tri-O-benzoyl-β-D- ribofuranose.

A new synthetic methodology for tiazofurin

A new synthesis of tiazofurin is described from 2,3-O-isopropylidene-5-O-benzoyl-β-D-ribofuranosyl cyanide.

A modified synthesis of tiazofurin

An improved synthesis of tiazofurin is described from 1-O-acetyl-2,3,5- tri-O-benzoyl-β-D-ribofuranose.

Procedures for obtaining ribo-C-nucleosides

Novel procedures for obtaining ribo-C-nucleosides, including especially 2-β-D-ribofuranosylthiazole-4-carboxylamide (tiazofirin) and 2-β-D-ribofuranosylselenazole-4-carboxylamide (sylenazofurin) and synthesis intermediates thereof. The novel procedures in

C-Nucleosides. Part 1. Preparation of Tiazofurin and N-Substituted Tiazofurins from Benzyl(2',3',5'-Tri-O-benzoyl-β-D-ribofuranosyl)penicillinate

The title penicillinate (11a)-assembled from 2,5-anhydro-3,4,6-tri-O-benzoyl-D-allonic acid (12e) and benzyl 6β-aminopenicillinate (13a)-has been transformed into tiazofurin (6a), N-tiazofurin (6c), and N-(1-methoxyca

Treatment of malignant tumors with 2-(β-D-ribofuranosylthiazole-4-carboxamide related compounds

The compound 2-β-D-ribofuranosylthiazole-4-carboxamide is used to treat malignant tumors in warm blooded animals. Esters of this compound such as 2-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)thiazole-4-carboxamide and 2-(5-O-phosphoryl-β-D-ribofuranosyl)thiazole-4-carboxamide are also useful for treating tumors in warm blooded animals.

Adenosine 5'-triphosphate-4-carboxamide-ribofuranosylthiazole

The present invention relates to the preparation of and the antitumor compound, adenosine 5'-(trihydrogen diphosphate) 5'→5'-ester with 4-carboxamide-2-β-D-ribofuranosylthiazole.