60110-69-2

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 
• 36792-88-8 2-deoxy-D-ribose 

Downstream Products

• 135236-80-5 Toluene-4-sulfonic acid (2R,3S)-5-hydroxy-2-((Z)-oct-2-enyl)-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

Synthesis of different 3,5-diazidofuranoses: A new and general synthesis pathway

Diamino- and diazidofuranoses represent useful precursors, for example, for the synthesis of substituted nucleosides and metal complexes, respectively. Known procedures for their synthesis lack the availability of cheap starting materials, adequate yields, and the access to all possible diastereomeres. Therefore, 3,5-diazido-3,5-dideoxy- and -2,3,5-trideoxyfuranoses both with ribo- and xylo-configuration were prepared using different approaches.

Synthesis of 4-cyanophenyl and 4-nitrophenyl 1,5-dithio-D-ribopyranosides as well as their 2-deoxy and 2,3-dideoxy derivatives possessing antithrombotic activity

1,2,3,4-Tetra-O-acetyl-5-thio-D-ribopyranose as well as its 1-bromide were used as donors in the reaction with 4-cyano- and 4-nitrobenzenethiol, to give the corresponding thioglycosides in different anomeric ratios depending on the reaction conditions. Zemplen deacetylation afforded 4-cyanophenyl as well as 4-nitrophenyl 1,5-dithio-α- and β-D-ribopyranosides, respectively. 1,3,4-Tri-O-acetyl-2-deoxy-5-thio-D-erythro-pentopyranose was synthesized from methyl 2-deoxy-D-erythro-pentofuranoside and was coupled with 4-cyano- and 4-nitrobenzenethiol to give anomeric mixtures from which 4-cyanophenyl as well as 4-nitrophenyl 1,5-dithio-β-D-erythro-pentopyranosides were isolated after deacetylation. 1,4-Di-O-acetyl-2,3-dideoxy-5-thio-D-glycero-pentopyranose was obtained starting from 1,2;5,6-di-O-isopropylidene-D-mannitol and used as the donor in the glycosylation reaction with 4-cyano- and 4-nitrobenzenethiol. The resulting anomeric mixtures were separated to give, after deacetylation, 4-cyanophenyl as well as 4-nitrophenyl 2,3-dideoxy-1,5-dithio-β-D-glycero-pentopyranosides. All of these thioglycosides showed significant antithrombotic activity on rats after oral administration. Copyright (C) 1999 Elsevier Science Ltd.

A CONCISE SYNTHESIS OF (R)-HYDROXY-E,Z-DIENE FATTY ACIDS: PREPARATION OF 12(R)-HETE, TETRANOR-12(R)-HETE, AND 13(R)-HODE

Chiral E-enals derived from functionalized 2-deoxy-D-ribofuranoses by ylide-induced β-elimination were exploited for the synthesis of fatty acid metabolites containing (R)-hydroxy-E,Z-diene subunit.