20701-43-3

Upstream product

• 67-56-1 methanol 
• 77735-69-4 2,5-anhydro-3-O-tosyl-D-xylose diethyl dithioacetal 
• 4119-18-0 2,2-dimethyl-6-(4-methylphenylsulfonyloxymethyl)-5-(4-methylphenylsulfonyloxymethyl)-(3aR,5R,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole 
• 77735-70-7 3,5-di-O-tosyl-D-xylose diethyl dithioacetal 

Downstream Products

• 127682-76-2 (2R,4S)-4-hydroxy-2-dimethoxymethyltetrahydrofuran 
• 287183-59-9 2-(S)-dimethoxymethyl-3-keto-tetrahydrofuran 
• 88751-25-1 (2R,3S,4R)-2-dimethoxymethyl-3-(p-toluenesulfonyloxy)-4-benzoyloxy-tetrahydrofuran 
• 174955-57-8 (2S,3R,4S)-4-(6-Amino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol 

Relevant academic research and scientific papers

Synthesis and structural characterization of homochiral homo-oligomers of parent cis- and trans-furanoid-β-amino acids

The synthesis of homochiral homo-oligomers of cis- and trans-3- aminotetrahydrofuran-2-carboxylic acids (parent cis- and trans-furanoid-β- amino acids, referred to as "cis-/trans-FAA") has been carried out to understand their secondary structures and their dependence on the ring heteroatom. The oligomers of two diastereomers have been shown to have a distinct left-handed helicity. The cis-FAA homo-oligomers show a 14-helix structure, in contrast to the homo-oligomers of cis-ACPC, which adopt a sheet like structure. The trans-FAA homo-oligomers were found to adopt a 12-helix structure, the same trend found in trans-ACPC homo-oligomers. With the help of ab initio calculations, the structural features of cis-ACPC and cis-FAA hexamers were compared. We believe that the more compact packing of the cis-FAA hexapeptide should be due to a more favorable interaction between the ring and the backbone amide hydrogen. It's the heteroatom that counts: trans-Furanoid-β-amino acid (FAA) homo-oligomers adopt a 12-helix structure similar to that of trans-ACPC (2-aminocyclopentane carboxylic acid) oligomers. However, cis-FAA oligomers seem to adopt 14-helix solution structures, which is in contrast to cis-ACPC oligomers, for which a sheetlike structure has been observed. Calculations reveal that this preference in cis-FAAs is due to a more favorable contact between the backbone and the ring (see scheme). Copyright

2-thiosubstituted carbapenems

Carbapenem antibiotic compounds of the general formula: STR1 wherein the moiety STR2 is a 4, 5 or 6 membered mono, di- or tri- substituted oxygen or sulfur containing ring; wherein Z is oxygen, sulfur, sulfoxide and sulfone, pharmaceutical compositions thereof useful for the treatment of bacterial infections, processes for preparing the compounds and new intermediates useful in the process.

THE ACTION OF THIOLS ON DERIVATIVES OF D-XYLOSE

The action of thiols on 1,2,3,4-tetra-O-acetyl β-D-xylopyranose gave 2- and 5-alkylthiopentose dithioacetals and alkyl 1-thio-D-xylopyranosides.On treatment with thiols and trifluoroacetic acid, 3-O-acetyl-1,2-O-isopropylidene-α-D-xylofuranose derivatives rapidly formed 4-O-acetyl-2,3-dialkylthio-D-ribose dithioacetal derivatives, which were in turn converted into 4-O-acetyl-3-S-benzyl-2,5-epithio-3-thio-D-ribose (or D-arabinose) dithioacetal.