73635-98-0

Upstream product

• 73635-99-1 methyl 2,3-O-isopropylidene-4-deoxy-α-D-lyxo-hexopyranoside 
• 73635-97-9 Methyl 6-O-benzoyl-2,3-O-isopropylidene-4-O-thiocarbonylimidazoyl-α-D-mannopyranoside 
• 63167-70-4 Methyl 6-O-benzoyl-2,3-O-isopropylidene-α-D-mannopyranoside 
• 78462-76-7 (3aS,4S,6S,7aS)-4-Methoxy-2,2-dimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 78462-74-5 (3aS,4S,6R,7R,7aS)-4-Methoxy-2,2-dimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 78462-75-6 Dithiocarbonic acid O-[(3aS,4S,6R,7R,7aS)-4-methoxy-2,2-dimethyl-6-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl] ester S-methyl ester 
• 63167-69-1 methyl 2,3-O-isopropylidene-α-D-mannopyranoside 

Downstream Products

• 24707-42-4 4-deoxy-D-mannopyranoside 
• 160834-08-2 1-O-acetyl-6-O-benzoyl-4-deoxy-2,3-di-O-pivaloyl-α-D-lyxo-hexopyranose 
• 160834-07-1 methyl 6-O-benzoyl-4-deoxy-2,3-di-O-pivaloyl-α-D-lyxo-hexopyranoside 
• 160834-09-3 6-O-benzoyl-4-deoxy-2,3-di-O-pivaloyl-α-D-lyxo-hexopyranosyl bromide 
• 160834-12-8 2,3-di-O-acetyl-6-O-benzoyl-4-deoxy-α-D-lyxo-hexopyranosyl bromide 
• 160834-06-0 methyl 6-O-benzoyl-4-deoxy-α-D-lyxo-hexopyranoside 
• 160834-11-7 1,2,3-tri-O-acetyl-6-O-benzoyl-4-deoxy-α-D-lyxo-hexopyranose 

Relevant academic research and scientific papers

Synthesis of Deoxy Sugars. Deoxygenation by Treatment with N,N'-Thiocarbonyldiimidazole/Tri-n-butylstannane

Protected sugars containing a free hydroxyl group have been deoxygenated by conversion to the O-(imidazolylthiocarbonyl) derivative with N,N'-thiocarbonyldiimidazole followed by treatment with tri-n-butylstannane.This reaction sequence offers a mild, high-yield procedure for the deoxygenation of hexose derivatives with a hindered secondary hydroxyl group at C-3 or C-4.The primary 6-O-(imidazolylthiocarbonyl) compound obtained from 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose reacts with tri-n-butylstannane to give a mixture of the 6-deoxy sugar (31percent) and starting alcohol (57percent).

SYNTHETIC STUDIES TOWARD MAYTANSINOIDS. PREPARATION OF THE OPTICALLY ACTIVE INTERMEDIATES FROM D-MANNOSE

Optically active intermediates (15 and 23) for maytansine were synthesized from D-mannose via heteroconjugate addition of methyllithium as a crucial step.