174582-79-7Relevant academic research and scientific papers
A comparative study of the O-3 reactivity of isomeric N-dimethylmaleoyl- protected d-glucosamine and d-allosamine acceptors
Colombo, María I.,Stortz, Carlos A.,Rúveda, Edmundo A.
experimental part, p. 569 - 576 (2011/05/04)
Four isomeric N-dimethylmaleoyl 4,6-O-benzylidene-protected d-hexosamine acceptors (2, 3, 4, and 5) with all possible configurations at C-1 and C-3 (e.g., derived from d-glucosamine and d-allosamine) were prepared, and the assessment of their O-3 relative
Synthesis of D-erythro-sphingosine from D-glucosamine
Shinozaki, Katsuo,Mizuno, Kazuhiro,Masaki, Yukio
, p. 927 - 932 (2007/10/03)
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
Shinozaki, Katsuo,Mizuno, Kazuhiro,Masaki, Yukio
, p. 11 - 14 (2007/10/02)
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.
