78013-86-2

Upstream product

• 82793-12-2 tert-Butyl-((2R,3R,6S)-2-methoxy-4,6-dimethyl-3,6-dihydro-2H-pyran-3-yloxy)-dimethyl-silane 
• 82793-10-0 tert-Butyl-((2S,3S,4S,5R,6R)-2-methoxy-4,6-dimethyl-5-phenylselanyl-tetrahydro-pyran-3-yloxy)-dimethyl-silane 
• 82801-40-9 N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4-methyl-benzenesulfonamide 
• 82793-14-4 N-[(2R,3R,4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl]-4,N-dimethyl-benzenesulfonamide 
• 78013-85-1 Methyl-4,6-didesoxy-3-C-methyl-4-(p-tolylsulfonylamino)-α-D-altropyranosid 
• 74-88-4 methyl iodide 
• 63598-31-2 methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose 
• 6752-52-9 Methyl-4,6-O-benzyliden-2-desoxy-3-C-methyl-α-D-ribo-hexopyranosid 
• 127-65-1 chloroamine-T 
• 74995-84-9 methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside 
• 74995-87-2 Methyl-2,3,6-tridesoxy-3-C-methyl-α-D-erythro-hex-2-enopyranosid 
• 74995-91-8 Methyl-2-O-acetyl-3,4,6-tridesoxy-3-C-methyl-α-D-threo-hex-3-enopyranosid 
• 74995-88-3 Methyl-2,3,4,6-tetradesoxy-3-C-methyl-4-thiophenyl-α-D-threo-hex-2-enopyranosid 
• 74995-89-4 Methyl-2,3,4,6-tetradesoxy-3-C-methyl-4-(phenylsulfinyl)-α-D-threo-hex-2-enopyranosid 

Downstream Products

• 78013-86-2 N-((2R,3R,4R,5S)-4,5-Dihydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl)-4,N-dimethyl-benzenesulfonamide 

Relevant academic research and scientific papers

REVISION OF THE ASSIGNMENT OF RELATIVE STEREOCHEMISTRY IN SIBIROSAMINE: SYNTHESIS OF METHYL N-TOSYL α-D-SIBIROSAMINOPYRANOSIDE

A synthesis of the N-toluenesulfonamide of α-methyl D-sibirosaminopyranoside has resulted in a reassignment of the relative stereochemistry of sibirosamine, a rare sugar found as its glycoside in sibiromycin.

Synthesen biologisch wichtiger Kohlenhydrate, 24. Derivate des Sibirosamins (4,6-Didesoxy-3-C-methyl-4-methylamino-D-altropyranose) durch 4 -> 2-Chiralitaetstransfer und vic. cis-Oxyaminierung eines 3-C-Methyl-hex-3-enopyranosids

Methyl 4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranoside (14) yields the D-erythro configurated 3-C-branched hex-2-enopyranosides 15 and 16, resp., with high selectivity by elimination with thionyl chloride. 16 is transformed with complete inver