330953-54-3

Upstream product

• 18933-68-1 methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-erythrohexopyranoside 
• 151-50-8 potassium cyanide 
• 65530-27-0 (2R,4aR,6S,8aS)-(+)-6-methoxy-2-phenyl-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine 
• 117468-12-9 (2R,4aR,6S,8aS)-(+)-6-methoxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine 

Downstream Products

• 330953-59-8 (+)-benzyl N-{2-[(2R,3S,6S)-6-methoxy-3-(tosyloxy)oxan-2-yl]ethyl}carbamate 
• 330953-62-3 (+)-benzyl N-{2-[(2R,3S,6S)-3-(imidazol-1-ylthiocarbonyloxy)-6-methoxyoxan-2-yl]ethyl}carbamate 
• 330953-55-4 (+)-benzyl N-{2-[(2R,3S,6S)-3-hydroxy-6-methoxyoxan-2-yl]ethyl}carbamate 
• 330953-63-4 (+)-benzyl N-{2-[(2S,6S)-6-methoxyoxan-2-yl]ethyl}carbamate 
• 330953-61-2 (+)-benzyl N-{2-[(2R,6S)-6-methoxy-5,6-dihydro-2H-pyran-2-yl]ethyl}carbamate 
• 393818-85-4 (+)-(2R,3S,6S)-2-{2-[2-(3,4-dichlorophenyl)acetylamino]ethyl}-6-methoxyoxan-3-yl 4-methylbenzenesulfonate 
• 393818-86-5 (+)-N-{2-[(2R,3R,6S)-3-azido-6-methoxyoxan-2-yl]ethyl}-2-(3,4-dichlorophenyl)acetamide 
• 393818-84-3 (+)-2-(3,4-dichlorophenyl)-N-{2-[(2R,3S,6S)-3-hydroxy-6-methoxyoxan-2-yl]ethyl}acetamide 
• 393818-89-8 (+)-1-[(1R,5R,6R)-6-azido-9-oxa-2-azabicyclo[3.3.1]nonan-2-yl]-2-(3,4-dichlorophenyl)ethan-1-one 

Relevant academic research and scientific papers

Synthesis of enantiomerically pure morphan analogues from α-d-glucose

The synthesis of the enantiomerically pure morphan analogue 19 starting with the methyl glucopyranoside 6 is described. Homologation, reduction, and acylation provide the heptopyranosamine derivatives 9a-c. After removal of the hydroxy group of 9c the int

Synthesis and opioid-receptor binding of novel amino-substituted morphan analogues

Starting with methyl 4,6-O-benzylidene-α-D-glucopyranoside (4), an optimized procedure is reported for preparation of the bromide 7, which is transformed into the N-acylated heptopyranosamine 9. After introduction of an axially positioned azido moiety in