19358-94-2

Upstream product

• 3162-80-9 (3aR)-4t-benzyloxy-7c-hydroxy-6c-hydroxymethyl-(3ar,7ac)-tetrahydro-pyrano[3,4-d]oxazol-2-one 
• 100-52-7 benzaldehyde 
• 2862-13-7 benzyl O³-acetyl-2-benzyloxycarbonylamino-α-D-2-deoxy-glucopyranoside 

Downstream Products

• 51432-91-8 (3aR)-4t-benzyloxy-7c-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7ac)-tetrahydro-pyrano[3,4-d]oxazol-2-one 
• 69460-26-0 (4aR)-6c-benzyloxy-7-methyl-2c-phenyl-(4ar,6at,9at,9bt)-hexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-8-one 

Relevant academic research and scientific papers

Heterocyclic amino sugar derivatives. Part VII. Synthesis of 2-deoxy-2-methylamino-d-gulose and of its 4-methyl 4,6-dimethyl ethers

Benzyl 2-deoxy-α-d-gulopyranosido[2,3:4′,5′]-2′-oxazolidinone (10) was synthesized from benzyl 3-O-acetyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-α-d-glucopyranoside (1) via the 4-O-methylsulfonyl-6-O-trityl derivative and 3,4-anhydro-α-d-galactopyranoside derivatives. Compound 10 and its 6-O-trityl and 4,6-O-benzylidene derivatives were permethylated with methyl iodide-barium oxide in N,N-dimethylformamide, the protective groups split off, and the resulting compounds acetylated to give the benzyl glycosides as well characterized, stable compounds that could be hydrolysed to give the title compounds.