664997-98-2

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 664997-97-1 p-methoxybenzyl 2-azido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside 

Downstream Products

• 664998-02-1 3-(4-methoxybenzyl)-1-[p-methoxybenzyl (11R)-2-azido-2,6-dideoxy-3,4:9,10-di-O-isopropylidene-7-keto-L-ribo-α-D-galacto-undecodialdo-1,5-pyranoside-11,8-furanosyl]uracil 
• 664998-01-0 p-methoxybenzyl 6-(N-nitroso)-acetamido-2-azido-2,6-dideoxy-3,4-O-isopropylidene-α-D-galactopyranoside 
• 664998-00-9 p-methoxybenzyl 6-acetamido-2-azido-2,6-dideoxy-3,4-O-isopropylidene-α-D-galactopyranoside 
• 1053640-58-6 C-[(3aS,4R,6S,7R,7aR)-7-Azido-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-methylamine 
• 664997-99-3 p-methoxybenzyl 2-azido-2,6-dideoxy-3,4-O-isopropylidene-6-N-phthalimido-α-D-galactopyranoside 

Relevant academic research and scientific papers

Synthetic studies towards the tunicamycins and analogues based on diazo chemistry. Total synthesis of tunicaminyl uracil.

A synthetic approach to the tunicamycins, a complex family of nucleosides with potent antibiotic and antiviral activities is reported based on diazo chemistry. The corresponding precursors for the synthesis of tunicaminyl uracil derivatives, the non-stabilized diazo derived from 13 and the aldehyde derivative of uridine, compound 4, were prepared efficiently from commercially available D-galactal and uridine, respectively. After a high yielding coupling reaction to obtain the ketone 14, a stereoselective reduction provided the corresponding tunicaminyl uracil derivative 17a and its C-7 epimer 17b. The interconversion of the diazo and aldehyde functional groups in the requisite building blocks was similarly achieved to obtain the ketone 32, which after reduction yielded the corresponding 7-deoxy-6-hydroxy tunicaminyl uracil analogs 33a and 33b.