A concise synthesis of tetrahydroxy-LCB, alpha-galactosyl ceramide, and 1,4-dideoxy-1,4-imino-L-ribitol via D-allosamines as key building blocks.
The total syntheses of tetrahydroxy-LCB 1, alpha-galactosyl ceramide 2, and 1,4-dideoxy-1,4-imino-L-ribitol 3 via D-allosamine derivatives as common synthons are described here.
Luo
Shun-Yuan
SY
Department of Chemistry, National Tsing Hua University, Hsinchu 300, Taiwan.
Kulkarni
Suvarn S
SS
Chou
Chien-Hung
CH
Liao
Wei-Meen
WM
Hung
Shang-Cheng
SC
D000586:Amination; D001089:Arabinose / Q000138:chemical synthesis* / Q000737:chemistry; D005699:Galactosylceramides / Q000138:chemical synthesis* / Q000737:chemistry; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006900:Hydroxylation; D050113:Imino Furanoses / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000737:chemistry
D005699:Galactosylceramides; D050113:Imino Furanoses; D013402:Sugar Alcohols; C433386:allosamine; C493154:alpha-galactosylceramide; C058137:1,4-dideoxy-1,4-iminoarabinitol; D001089:Arabinose; D005944:Glucosamine