75646-85-4

Upstream product

• 2946-01-2 (3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate 
• 149-73-5 trimethyl orthoformate 
• 3253-75-6 1,2:5,6-di-O-isopropylidene-3-O-tosyl-α-D-glucofuranoside 

Downstream Products

• 22323-55-3 3-deoxy-1,2-O-isopropylidene-6-O-tosyl-α-D-xylo-hexofuranose 
• 75646-88-7 3-deoxy-1,2-O-isopropylidene-5,6-di-O-tosyl-α-D-xylo-hexofuranose 
• 75685-17-5 (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-((3aR,5R,6aR)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-oct-5-enoic acid methyl ester 
• 74595-17-8 (Z)-(8R,9R,11R)-8-(tert-Butyl-diphenyl-silanyloxy)-12,12-bis-ethylsulfanyl-9,11-dihydroxy-dodec-5-enoic acid methyl ester 
• 74581-59-2 methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate 
• 74581-59-2 methyl 8R-tert-butyldiphenylsilyloxy-9R,11S-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate 
• 75685-18-6 methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-12,12-di(ethylthio)dodeca-5Z-enoate 
• 75646-92-3 methyl 8R-tert-butyldiphenylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-14-oxo-tetradeca-5Z,12E-dienoate 
• 75646-93-4 methyl 8R-tert-butyldimethylsilyloxy-9R,11R-dihydroxy-9,11-O-isopropylidene-eicosa-5Z,12E,14-trienoate 
• 289665-48-1 C₄₀H₄₂O₁₄S₂ 
• 289665-53-8 6'-O-benzoyl-2'-deoxy-2'-(adenine-9-yl)-5'-deoxy-1',4'-anhydro-D-altritol 
• 289665-46-9 6-benzoyl-1,2-O-isopropylidene-3-O-tosyl-5-deoxy-α-D-glucofuranose 
• 289665-47-0 Benzoic acid 2-[(2R,3R,4S)-4-hydroxy-3-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-yl]-ethyl ester 

Relevant academic research and scientific papers

Novel isonucleoside analogues: synthesis of 2'-deoxy-2'-nucleobase-5'-deoxy-1',4'-anhydro-D-altritol

A new class of isonucleoside analogues with branched-sugar 2'-deoxy-2'-nucleobase-5'-deoxy-1',4'-anhydro-D-altritol (21, 23a-c) has been synthesized from D-glucose in 11 steps. The construction of branched-chain sugars has been carried out by hydroboration-oxidation of a double bond in the corresponding hexose. The key intermediate 12 was synthesized from the branched-chain sugar 11 by the reductive cleavage reaction in the presence of TMSOTf and triethylsilane. A strong solvent effect was observed in the intramolecular nucleophilic substitution of 12. The protic solvent is favorable to form the bicyclic compound 18 by double S(N)2 substitution. The opening reaction of epoxide 17 by nucleobases was achieved regioselectively to give the desired isonucleosides in reasonable yield. Copyright (C) 2000 Elsevier Science Ltd.

Oxidation products of arachidonic acid. III. The synthesis of methyl 8R,9R,11R-, 8S,9R,11R-, and 8S,9S,11R-triacetoxyeicosa-5Z,12E,14Z-trienoate

A stereospecific synthesis of the title compounds, starting from readily available glucose derivatives, is described, and methods for differentiating them and the already reported 8R,9S,11R-eicosatrienoate are discussed.