16269-49-1

Upstream product

• 14529-50-1 2,5-anhydro 3,4-di-O-tosyl-D-xylose diisobutyldithioacetal 

Downstream Products

• 79184-30-8 2,5-anhydro-3-O-acetyl-4-desoxy-4-C--L-lyxose diethylacetal 
• 79184-37-5 trans-3-C-(2'-O-benzoyl-3'-C-benzoyloxymethyl-3'-desoxy-α-L-threofuranosyl)prop-2-ene-oate d'ethyle 
• 79184-37-5 cis-3-C-(2'-O-benzoyl-3'-C-benzoyloxymethyl-3'-desoxy-α-L-threofuranosyl)prop-2-ene-oate d'ethyle 
• 79184-29-5 2,5-anhydro-4-desoxy-4-C--L-lyxose diethylacetal 
• 79184-42-2 trans-3-C-(2'-O-benzoyl-3'-C-methyl-3'-desoxy-α-L-threofuranosyl)prop-2-ene-oate d'ethyle 
• 79184-42-2 cis-3-C-(2'-O-benzoyl-3'-C-methyl-3'-desoxy-α-L-threofuranosyl)prop-2-ene-oate d'ethyle 
• 79184-40-0 2,5-anhydro-3-O-benzoyl-4-desoxy-4-C-hydroxymethyl-α-D-ribo pyranosides d'ethyle 
• 79184-40-0 2,5-anhydro-3-O-benzoyl-4-desoxy-4-C-hydroxymethyl-β-D-ribo pyranosides d'ethyle 
• 79184-31-9 2,5-anhydro-3-O-benzoyl-4-desoxy-4-C--L-lyxose diethylacetal 
• 79184-25-1 2,5-anhydro-4-azido-4-desoxy-3-O-tosyl-L-lyxose diethyl acetal 
• 79184-35-3 2,5-anhydro-3-O-benzoyl-4-desoxy-4-C-benzoyloxymethyl-L-lyxose diethylacetal 
• 79184-28-4 2,5-anhydro-3-O-benzoyl-4-desoxy-4-C-(1',3'-dithiane-2'-yle)-L-lyxose diethylacetal 
• 79184-36-4 2,5-anhydro-3-O-benzoyl-4-desoxy-4-C-benzoyloxymethyl-L-lyxose 
• 79184-34-2 2,5-anhydro-3-O-benzoyl-4-desoxy-4-C-hydroxymethyl-L-lyxose diethylacetal 

Relevant academic research and scientific papers

OUVERTURE REGIOSPECIFIQUE D'UN OXIRANE PREPARE A PARTIR DU D-XYLOSE PAR DES CARBANIONS SOUFRES; SYNTHESE DE C-NUCLEOSIDES BRANCHES

Two methods using the readily accessible D-xylose have been developed for the synthesis of epoxides 4 and 5.The oxirane 5 was considered as a good intermediate for the preparation of 3'-C-substituted nucleosides.The crucial step for the synthesis of 32 is the regiospecific opening of the epoxide 5 using two carbanions, derived from either dithiane or bis(phenylthio)methane, followed by desulphurisation leading to 17.The exclusive opening of the epoxide in 5 was unequivocally established by (13)C NMR spectroscopy.