146820-71-5

Upstream product

• 132454-50-3 (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carboxylic acid methyl ester 
• 132454-53-6 (3R,4S,5S)-4,5-Bis-benzyloxymethyl-3-hydroxy-dihydro-furan-2-one 
• 132454-54-7 Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 81722-81-8 1,2:5,6-Di-O-isopropyliden-3-C-<(trimethylsilyl)methyl>-α-D-allofuranose 
• 69827-91-4 3-deoxy-1,2-O-(1-methylethylidene)-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose 
• 26277-33-8 (R)-1-((3aR,5S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol 
• 69827-89-0 ((3aR,5S,6R,6aR)-5-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-methanol 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 69832-48-0 ((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol 
• 146820-65-7 Methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester 

Downstream Products

• 132454-56-9 (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride 
• 132454-51-4 (2S,3R)-2,3-Bis-benzyloxymethyl-4-chloro-oxetane 
• 103913-16-2 (-)-oxetanocin 
• 120293-59-6 α-Oxetanocin 
• 132454-58-1 N-[9-((2R,3R,4S)-3,4-Bis-benzyloxymethyl-oxetan-2-yl)-9H-purin-6-yl]-benzamide 
• 132454-58-1 N-[9-((2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetan-2-yl)-9H-purin-6-yl]-benzamide 

Relevant academic research and scientific papers

Ring contraction reactions of 2-O-methanesulfonates of α-hydroxy-γ-lactones in aqueous medium to oxetane-2-carboxylic acids: A convenient synthesis of 3'-O-methyloxyetanocin and a formal synthesis of oxetanocin

Barton decarboxylative rearrangement of thiohydroxamic ester 17 directly provided the key oxetanosylthiopyridyl glycosides 18 which were successfully coupled to N-benzoyladenine. A two-step ring contraction of the tosylate 7 to the oxetane-2-carboxamide 2

SYNTHESIS OF OXETANOCIN

A low yield synthesis of oxetanocin and its α-epimer by reaction of adenine with a protected 3-hydroxymethyl-2-chlorooxetane is described; attempts to synthesise other C-2'alkyl analogues of oxetanocin by analogous reactions indicate a limitation of this strategy for the synthesis of oxetane nucleosides.An intermediate for the synthesis of C-nucleoside analogues of oxetanocin is reported.