A New Synthesis of Ammonium 3-Deoxy-D- manno -octulosonate (Ammonium KDO) from D-Lyxose
1992; Thieme Medical Publishers (Germany); Volume: 1992; Issue: 1/2 Linguagem: Inglês
10.1055/s-1992-34178
ISSN1437-210X
Autores Tópico(s)Phytochemistry and biological activity of medicinal plants
ResumoThe ammonium salt of 3-deoxy-D-manno-2-octulosonic acid (10) is synthesized from D-lyxose (2) via 1,2,3,4-tetra-O-acetyl-5-bromo-α-D-lyxopyranose (3) and radical C,C-bond formation with tert-butyl 2-(tributylstannylmethyl) propenoate (6). After deprotection and reduction, ozonolysis of 2,3-dideoxy-2-methylene -D-manno-octonic acid (9) yields the target molecule 10.
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