68753-33-3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 18403-22-0 (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 100-51-6 benzyl alcohol 
• 7473-38-3 benzyl β-L-arabinopyranoside 
• 87-72-9 L-(+)-arabinose 

Downstream Products

• 135468-86-9 Benzyl-3,4-<(tert-butoxycarbonyl)cyanmethylen>-3,4-didesoxy-α-D-arabinopyranosid 
• 135468-89-2 Benzyl 3,4-(C-cyano-carboxy)methano-3,4-dideoxy-α-D-arabinopyranoside 
• 104322-42-1 (-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde 
• 71204-43-8 benzyl 2,3-anhydro-α-D-lyxopyranoside 
• 128843-81-2 benzyl 3-deoxy-3-iodo-β-L-xylopyranoside 
• 71204-45-0 benzyl 2,3-anhydro-4-O-trifluoromethanesulfonyl-β-L-ribopyranoside 
• 26524-58-3 (+)-benzyl-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside 

Relevant academic research and scientific papers

An Approach to Chiral η4-Butadiene-Fe(CO)3 Complexes via Diastereoselective Complexation of Nonracemic 2-Alkoxy-4-vinyl-2,5-dihydrofuran Derivatives

Complexation of (+)-L-arabinose-derived 2-benzyloxy-4-vinyl-2,5-dihydrofuran derivatives (8) with Fe2(CO)9 in ether proceeds diastereoselectively providing a (separable) mixture of the corresponding exo- and endo- η4-diene-Fe(CO)3 complexes 9 and 10 in a ratio of about 1 : 3.The relative (and absolute) configuration of the complexation products was determined by a combination of analytical methods (CD, NMR, X-ray).

Nucleoside analogues with a 1,3-diene-Fe(CO)3 substructure: Stereoselective synthesis, configurational assignment, and apoptosis-inducing activity

The synthesis and stereochemical assignment of two classes of iron-containing nucleoside analogues, both of which contain a butadiene-Fe(CO)3 substructure, is described. The first type of compounds are Fe(CO)3-complexed 3'-alkenyl-2′,3′-dideoxy- 2′,3′-dehydro nucleosides (2,5-dihydrofuran derivatives), from which the second class of compounds is derived by formal replacement of the ring oxygen atom by a CH2 group (carbocyclic nucleoside analogues). These compounds were prepared in a stereoselective manner through the metal-assisted introduction of the nucleobase. Whilst the furanoid intermediates were prepared from carbohydrates (such as methyl-glucopyranoside), the carbocyclic compounds were obtained by using an intramolecular Pauson-Khand reaction. Stereochemical assignments based on NMR and CD spectroscopy were confirmed by X-ray structural analysis. Biological investigations revealed that several of the complexes exhibited pronounced apoptosis-inducing properties (through an unusual caspase 3-independent but ROS-dependent pathway). Furthermore, some structure-activity relationships were identified, also as a precondition for the design and synthesis of fluorescent and biotin-labeled conjugates. I gotta Fe-ling: Iron-containing nucleoside analogues, which were first synthesized during an exercise in stereoselective π-complex chemistry, exhibited pronounced cytotoxic and apoptosis-inducing activities, even against resistant cancer cell lines. Both hetero- (X=O) and carbocyclic (X=CH2) compounds were studied, and a synthetic route to R′-labeled derivatives was developed as a precondition for future biological experiments. TDS=thexyldimethylsilyl. Copyright

Efficient synthesis of 2-deoxy-L-erythro-pentose (2-deoxy-L-ribose) from L-arabinose

An efficient and practical route for the large-scale synthesis of 2-deoxy-L-erythro-pentose (2-deoxy-L-ribose) starting from L-arabinose was developed using Barton-type free-radical deoxygenation reaction as a key step. The radical precursor, a phenoxythi

Regio- and Stereoselective Ring Opening of Epoxy Pyranosides with Titanium Isopropoxide Reagents and SmI2: A Straightforward Access to Iododeoxy Sugars

A regioselective synthesis of 3-iodo-3-deoxy sugars is described by trans-diaxial cleavage of the oxirane ring of 2,3-anhydropyranosides with halogenated titanium isopropoxide reagents and samarium iodide.

Solid Phase Synthesis of Muramyl Dipeptide Derivatives and Investigations on their Biological Activities

New muramyl dipeptide derivatives with exchanged carbohydrate residues are described.Each derivative is synthesized via a solid phase synthesis using an aminomethyl anchor resin.All synthetic products can be isolated in good yields.Their biological activities are tested by the luminol-dependent chemiluminescence associated with the phagocytosis of opsonized zymosan by granulocytes. - Keywords: Muramyl Dipeptide, Solid Phase Synthesis, Chemiluminescence, Glycopeptide Derivatives