174582-82-2

Upstream product

• 174582-81-1 (4R,5S)-5-<(1R)-1-benzoyloxy-2-propen-1-yl>-2-oxooxazolidin-4-carboxaldehyde 
• 178738-22-2 (3aR,4S,5aR,8R,9aS,9bS)-4-Methoxy-8-phenyl-hexahydro-1,5,7,9-tetraoxa-3-aza-cyclopenta[a]naphthalen-2-one 
• 174582-79-7 methyl 4,6-O-benzylidene-2-deoxy-2-(methoxycarbonylamino)-α-D-allopyranoside 
• 99679-75-1 Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-ribo-hexopyranosid-3-ulose 
• 174582-80-0 methyl 2-amino-4-O-benzoyl-6-bromo-2,3-N,O-carbonyl-2,6-dideoxy-α-D-allopyranoside 

Downstream Products

• 174582-84-4 (4S,5S)-5-<(1R)-1-benzoyloxy-2-propen-1-yl>-4-cyanomethyl-2-oxazolidinone 
• 174582-83-3 (4S,5S)-4-benzyloxymethyl-5-<(1R)-1-hydroxy-2-propen-1-yl>oxazolidin-2-one 
• 183298-70-6 (4S,5S)-5-((1R)-1-benzoyloxy-2-propen-1-yl)-3-tert-butoxycarbonyl-4-cyanomethyl-2-oxazolidinone 
• 178550-56-6 Benzoic acid (4S,5R)-5-((E)-3-chloro-propenyl)-3-formyl-2-oxo-oxazolidin-4-ylmethyl ester 
• 178550-55-5 Benzoic acid (4S,5R)-5-((E)-3-chloro-propenyl)-2-oxo-oxazolidin-4-ylmethyl ester 

Relevant academic research and scientific papers

Synthesis of D-erythro-sphingosine from D-glucosamine

D-erythro-Sphingosine (1) was synthesized from D-glucosamine (2) as a chiral pool through stereoinversion of the C(3)-hydroxyl group via an oxidation-reduction sequence, transformation to the erythro-amino-alcohol chiron (9) protected as the oxazolidinone, and elongation of the side chain at the C(6)-position of the derived chloride (12).

Syntheses of optically active, unusual, and biologically important hydroxy-amino acids from d-glucosamine

Manipulation of D-glucosamine as a chiral pool including stereoinversion of the C3-hydroxyl group, degradation of the C6-carbon, and/or one carbon homologation at the C1-position realized chiral syntheses of (2S,3S)-dihydroxy-(4S)-amino acid moieties, important structural components of a gastroprotective substance AI-77-B and a group of antitumor substances calyculins.