103763-12-8

Basic information

• Product Name: 5-O-tert-butyldiphenylsilyl-α-L-arabinofuranose
• CAS NO: 103763-12-8
• Molecular Weight: 388.536
• Mol File: 103763-12-8.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 5-O-tert-butyldiphenylsilyl-α-L-arabinofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-tert-butyldiphenylsilyl-α-L-arabinofuranose(103763-12-8)
• EPA Substance Registry System: 5-O-tert-butyldiphenylsilyl-α-L-arabinofuranose(103763-12-8)

Safety Data

• Hazardous Substances Data: 103763-12-8(Hazardous Substances Data)

Upstream product

• 87-72-9 L-(+)-arabinose 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 5328-37-0 L-arabinose 
• 10323-20-3 D-Arabinose 
• 532-20-7 L-arabinose 

Downstream Products

• 1462335-28-9 5-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-β-L-lyxofuranose 
• 41107-52-2 3-deoxy-1,2-O-isopropylidene-5-O-p-tolylsulfonyl-β-L-threo-pentofuranose 
• 103763-15-1 5-O-tert-butyldiphenylsilyl-1,2-O-(1-methylethylidene)-β-L-threo-pentofuranose-3-ulose 
• 808109-84-4 2-[(2S,3S,4S,5R)-5-[(R)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-ethanol 
• 851778-93-3 2-[(2S,3S,4S,5S)-5-[(S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-ethanol 
• 808109-91-3 [(2S,3S,4S,5S)-5-[(S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-acetaldehyde 
• 851778-92-2 [(2S,3S,4S,5S)-5-[(S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-methanol 
• 808109-85-5 [(2S,3S,4S,5S)-5-[(R)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-methanol 
• 808109-92-4 (2S,3S,4S,5S)-2-[(S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-3-methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan 

Relevant articles and documents

SYNTHESIS OF TWO RIGID DIACYLGLYCEROL ANALOGUES HAVING A PERHYDRO FUROFURAN BIS-γ-BUTYROLACTONE SKELETON. 2.

The stereoselective synthesis of two rigid diacylglycerol analogues starting from L-arabinose is described.The construction of the desired bicyclic bis-butyrolactone structure was accomplished via intramolecular radical cyclization.Both compounds (3a and

Amipurimycin: Total Synthesis of the Proposed Structures and Diastereoisomers

The proposed diastereoisomers (1 a–d) together with their C8′-epimers (1 e–h) of amipurimycin, a unique antifungal peptidyl nucleoside antibiotic, have been synthesized for the first time. The synthetic approach is efficient and stereodivergent, and features a stereoselective aldol condensation to build the branched C9 sugar amino acid skeleton and a regio- and stereocontrolled gold(I)-catalyzed N-glycosylation to furnish the purine nucleoside. Analysis of the NMR data suggests that the previously assigned configuration of the tertiary C3′ in amipurimycin should be of opposite configuration.

L-nucleoside compounds and application thereof

The invention discloses L-nucleoside compounds having the structure characteristic represented by the formula (I) or pharmaceutically acceptable salts thereof, and belongs to the technical field of pharmaceutical chemistry. The compounds can inhibit the activity of RNA viral polymerase, so the compounds can be used as potential drugs for prevention and treatment of infection of RNA viruses such as HCV, influenza virus, HRV (rhinovirus), RSV, Ebola virus, dengue virus, intestinal virus and the like.

Synthesis of cis - And trans-α-l-[4.3.0]bicyclo-DNA monomers for antisense technology: Methods for the diastereoselective formation of bicyclic nucleosides

Two α-l-ribo-configured bicyclic nucleic acid modifications, represented by analogues 12 and 13, which are epimeric at C3′ and C5′ have been synthesized using a carbohydrate-based approach to build the bicyclic core structure. An intramolecular l-proline-mediated aldol reaction was employed to generate the cis-configured ring junction of analogue 12 and represents a rare application of this venerable organocatalytic reaction to a carbohydrate system. In the case of analogue 13, where a trans-ring junction was desired, an intermolecular diastereoselective Grignard reaction followed by ring-closing metathesis was used. In order to set the desired stereochemistry at the C5′ positions of both nucleoside targets, a study of diastereoselective Lewis acid mediated allylation reactions on a common bicyclic aldehyde precursor was carried out. Analogue 12 was incorporated in oligonucleotide sequences, and thermal denaturation experiments indicate that it is destabilizing when paired with complementary DNA and RNA. However, this construct shows a significant improvement in nuclease stability relative to a DNA oligonucleotide.