434948-85-3

Upstream product

• 102-92-1 Cinnamoyl chloride 
• 195006-98-5 benzyl 2-amino-(R)-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside 

Downstream Products

• 434949-11-8 benzyl (R)-4,6-O-benzylidene-2-deoxy-2-[(S)-2-hydroxy-3-phenylpropanamido]-β-D-allopyranoside 
• 434949-13-0 benzyl (R)-4,6-O-benzylidene-2-deoxy-2-[(R)-2-hydroxy-3-phenylpropanamido]-β-D-allopyranoside 
• 434949-46-9 benzyl 2-amino-(R)-4,6-O-benzylidene-2-deoxy-2-N-[(2S,3R)-2,3-epoxy-3-phenylpropanoyl]-2-N-3-O-methylidene-β-D-allopyranoside 
• 434948-89-7 benzyl (R)-4,6-O-benzylidene-2-deoxy-2-(trans-2-pentenamido)-β-D-allopyranoside 
• 434949-34-5 benzyl 2-amino-(R)-4,6-O-benzylidene-2-N-(trans-2-butenoyl)-2-deoxy-2-N-3-O-isopropylidene-β-D-allopyranoside 
• 434949-25-4 benzyl 2-amino-(R)-4,6-O-benzylidene-2-deoxy-2-N-3-O-methylidene-2-N-(trans-2-pentenoyl)-β-D-allopyranoside 
• 434949-27-6 benzyl 2-amino-(R)-4,6-O-benzylidene-2-deoxy-2-N-(3-methyl-2-butenoyl)-2-N-3-O-methylidene-β-D-allopyranoside 
• 434948-91-1 benzyl (R)-4,6-O-benzylidene-2-deoxy-2-(3-methyl-2-butenamido)-β-D-allopyranoside 
• 434949-23-2 benzyl 2-amino-(R)-4,6-O-benzylidene-2-N-(trans-2-butenoyl)-2-deoxy-2-N-3-O-methylidene-β-D-allopyranoside 
• 434948-87-5 benzyl (R)-4,6-O-benzylidene-2-(trans-2-butenamido)-2-deoxy-β-D-allopyranoside 

Relevant academic research and scientific papers

Stereoselective synthesis of oxiranes using oxazolidines derived from 2-amino-2-deoxy-D-allose as chiral auxiliaries

The synthesis of 2,3-epoxyamide derivatives of 2-amino-2-deoxy-D-allose is described. Epoxidation of the corresponding α,β-unsaturated amides with m-CPBA took place with better stereoselectivity when an oxazolidine ring was fused to the 2,3-positions of the sugar molecule. In most cases, both stereoisomers could be isolated and characterized. The stereochemistry of the new stereogenic centers was then determined by cleavage of the oxirane moiety from the chiral auxiliary, which was also recovered.