65359-87-7

Basic information

• Product Name: benzyl 2,3-anhydro-β-L-ribopyranoside
• Synonyms: benzyl 2,3-anhydro-β-L-ribopyranoside
• CAS NO: 65359-87-7
• Molecular Weight: 222.241
• Mol File: 65359-87-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: benzyl 2,3-anhydro-β-L-ribopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2,3-anhydro-β-L-ribopyranoside(65359-87-7)
• EPA Substance Registry System: benzyl 2,3-anhydro-β-L-ribopyranoside(65359-87-7)

Safety Data

• Hazardous Substances Data: 65359-87-7(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 18403-22-0 (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 7473-38-3 benzyl β-L-arabinopyranoside 
• 87-72-9 L-(+)-arabinose 
• 71204-46-1 benzyl 2,3-anhydro-4-O-(trifluoromethylsulfonyl)-α-D-lyxopyranoside 
• 26524-58-3 (+)-benzyl-2-O-(p-toluolsulfonyl)-β-L-arabinopyranoside 

Downstream Products

• 206125-09-9 ((1S,2S,5S,6R)-2-Benzyloxy-3,7-dioxa-bicyclo[4.1.0]hept-5-yloxy)-triisopropyl-silane 
• 113351-22-7 benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone 
• 113308-80-8 benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-α-D-threo-pentopyranoside 
• 113308-79-5 benzyl 2-O-(tert-butylsimethylsilyl)-3-deoxy-β-L-glycero-pentopyranosid-4-ulose 
• 113308-87-5 benzyl 3-deoxy-β-L-glycero-pentopyranosid-4-ulose 
• 79974-82-6 Benzyl-3-azido-4-O-benzyl-3-desoxy-2-O-methylsulfonyl-α-D-arabinopyranosid 
• 79974-81-5 Benzyl-3-azido-4-O-benzyl-3-desoxy-α-D-arabinopyranosid 
• 79974-83-7 Benzyl-2-amino-3-azido-4-O-benzyl-2,3-didesoxy-α-D-xylopyranosid 
• 79974-80-4 Benzyl-2,3-anhydro-4-O-benzyl-α-D-lyxopyranosid 
• 80009-15-0 Benzyl-4-O-benzyl-2,3-didesoxy-2,3-epimino-α-D-ribopyranosid 
• 79974-84-8 Benzyl-2-acetamido-3-azido-4-O-benzyl-2,3-didesoxy-α-D-xylopyranosid 
• 79974-85-9 Benzyl-2,3-diacetamido-4-O-benzyl-2,3-didesoxy-α-D-xylopyranosid 
• 66657-12-3 Benzyl-2,3-anhydro-4-azido-4-desoxy-α-D-lyxopyranosid 
• 115983-70-5 Acetic acid (2S,3R,4R,5S)-2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-methyl-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

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

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).

Efficient High-Yielding Syntheses and NMR Spectroscopic Studies of Some Fluorodeoxy Sugars

Displacement of the triflyl group by fluoride ion in benzyl 2,3-anhydro-4-O-(trifluoromethylsulfonyl)pyranosides 1-3 leads with stereochemical inversion to the 4-fluoro-4-deoxy sugars 4-6, providing a general method for the introduction of fluorine in the