81303-41-5

Upstream product

• 88066-28-8 ethyl 2,3,4-trideoxy-4-iodo-6-O-tosyl-α-D-threo-hex-2-enopyranoside 
• 81303-38-0 Ethyl-4,6-di-O-tosyl-2,3-didesoxy-α-D-erythro-hex-2-enopyranosid 
• 56932-85-5 ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 
• 98-59-9 p-toluenesulfonyl chloride 
• 23339-15-3 ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 
• 52471-76-8 ethyl 2,3-dideoxy-α-D-threo-hex-2-enopyranoside 

Downstream Products

• 88155-20-8 ethyl 4-amino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranoside hydrogen toluene-p-sulphonate 
• 92539-82-7 2'-ethoxy (ethyl 2,4-dideoxy-2-iodo-6-O-p-toluenesulfonyl-α-D-altropyranosido)-<3,4:5',4'>-Δ₂-oxazoline 
• 92539-81-6 ethyl 2,3,4-trideoxy-4-N-ethoxycarbonylamino-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 
• 92539-83-8 ethyl 4-N-ethoxycarbonylamino-2,3,4-trideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hexopyranoside 
• 92539-80-5 ethyl 4-amino-2,3,4-trideoxy-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside 

Relevant academic research and scientific papers

Synthesis of D-Forosamine from D-Glucose

A convenient synthesis of the naturally occurring deoxyamino sugar forosamine from glucose as starting material is described.The yields for the intermediates (ethyl-4,6-di-O-tosyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside, 4-iodo-2,3,4-trideoxy-6-O-tosyl-α-D-threo-hex-2-enopyranoside, ethyl 4-azido-2,3,4-trideoxy-6-O-tosyl-α-D-erythro-hex-2-enopyranoside, ethyl 4-amino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranoside) are all in the range between 70 to 80percent. - Key words: D-Forosamine, D-Glucose, Synthesis

Stereospecific Syntheses of D-Ossamine and D-Tolyposamine

2,3,4,6-Tetradeoxy-4-(dimethylamino)-D-threo-hexose (D-ossamine, 7), the amino sugar fragment from the fungal metabolite ossamycin, and 4-amino-2,3,4,6-tetradeoxy-D-erythro-hexose (D-tolyposamine, 12), the enantiomeric constituent of the antibiotic tolypomycin, have been synthesized from D-glucose via hex-2-enopyranosides.

Synthetic Routes to Amino Sugars. Efficient Syntheses of 4-Amino- and 4,6-Diamino-hexopyranosides and Forosamine via Hex-2-enopyranosides

4-Amino- and 4,6-diamino-hexopyranosides of the threo- and erythro-series have been synthesized from D-glucose via hex-2-enopyranosides.Further work along these lines led to an effective synthesis of forosamine, a 4-deoxy-4-amino sugar moiety of the spira

Preparation of 4,6-Diamino Sugars via Hex-2-enones

The synthesis and structure determination of 4,6-diaminohexoses from glycals via 2-eno sugars, SN reaction with NaN3, and final reduction is described.