90761-25-4

Upstream product

• 100-39-0 benzyl bromide 
• 6752-48-3 methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside 
• 100-44-7 benzyl chloride 
• 63598-31-2 methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose 
• 97-30-3 methyl-alpha-D-glucopyranoside 

Downstream Products

• 64951-98-0 methyl 3-O-benzyl-2-deoxy-α-D-ribo-hexopyranoside 
• 121388-98-5 1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-ribo-hexitol 
• 63592-82-5 Methyl 3-O-benzyl-2,6-dideoxy-α-D-ribo-hexopyranoside 
• 82300-42-3 methyl 3-O-benzyl-2,4-dideoxy-α-D-erythro-hexopyranoside 
• 82300-40-1 methyl 3-O-benzyl-4-O-tosyl-6-O-trityl-2-deoxy-α-D-ribo-hexopyranoside 
• 82300-45-6 (2S,4R,6S)-2-[2-Benzenesulfonyl-2-(2,4-dichloro-phenyl)-ethyl]-4-benzyloxy-6-methoxy-tetrahydro-pyran 
• 82300-39-8 methyl 3-O-benzyl-6-O-trityl-2-deoxy-α-D-ribo-hexopyranoside 
• 82300-46-7 (2S,4R,6S)-2-[2-Benzenesulfinyl-2-(2,4-dichloro-phenyl)-ethyl]-4-benzyloxy-6-methoxy-tetrahydro-pyran 
• 82300-47-8 (2S,4R,6S)-2-(2-Benzenesulfonyl-2-cyclohexyl-ethyl)-4-benzyloxy-6-methoxy-tetrahydro-pyran 
• 82300-43-4 methyl 3-O-benzyl-6-O-tosyl-2,4-dideoxy-α-D-erythro-hexopyranoside 
• 82300-44-5 methyl 3-O-benzyl-2,4,6-trideoxy-6-iodo-α-D-erythro-hexopyranoside 
• 82300-41-2 methyl 3-O-benzyl-4-O-tosyl-2-deoxy-α-D-ribo-hexopyranoside 
• 151130-47-1 methyl 3-O-benzyl-6-O-t-butyldiphenylsilyl-2-deoxy-4-O-methylsulfonyl-α-D-xylo-hexoside 
• 151130-44-8 methyl 3-O-benzyl-6-O-t-butyldiphenylsilyl-2-deoxy-α-D-ribo-hexopyranoside 

Relevant academic research and scientific papers

Deleterious effect of 7-methyl group on glycosylation of 2-naphthols

C-Glycosylations of several 2-naphthols with different glycosyl donors have been investigated in the pursuit of the total synthesis of mayamycin (1). While glycosylations of the parent 2-naphthol are readily achievable, those of 5-methoxy-7-methyl-2-napht

The Synthesis of Some Pyrrolidines as Potential Precursors to Retronecine

Methyl β-D-galactopyranoside was converted into methyl 4-azido-3-O-benzyl-6-O-t-butyldiphenylsilyl-2,4-dideoxy-β-D-arabino-hexoside, but subsequent transformation of the anomeric centre into a dithioacetal was unsatisfactory. Alternatively, methyl β-D-galactopyranoside easily gave methyl 4-azido-3,6-di-O-benzyl-2,4-dideoxy-β-D-arabino-hexoside, and this could be transformed by a reductive amination into two pyrrolidines as potential precursors to retronecine. Related chemistry gave (4S,5S,6R)-6-benzyloxy-4-benzyloxymethyl-3-oxa-1-azabicyclooctan-2-one, the structure of which was confirmed by a single-crystal X-ray structure determination. Finally, the synthesis of a potential precursor to heliotridine (an epimer of retronecine), namely methyl 4-azido-3-O-benzyl-6-O-t-butyldiphenylsilyl-2,4-dideoxy-α-D-ribo-hexoside, from methyl α-D-mannopyranoside is reported.