Simple construction of Neu5Ac(α2-8)Neu5Ac and total synthesis of ganglioside GD3

Article abstract of DOI:10.1080/07328309608005696

Glycosylation of an 8-unprotected sialyl fluoride 16 with 2β-chloro-3β-phenylthio-Neu5Ac 2 gave the desired α-disialate 23. Subsequent glycosylation of a thiolactoside 19 with the disialyl fluoride 23 gave the tetrasaccharide 28. Synthesis of GD₃ 1 was realized by condensation of the tetrasaccharide 28 with azidosphingosine 31, following our previously reported GM₃ synthesis procedure.

Full text of DOI:10.1080/07328309608005696

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Simple Construction of
Neu5Ac(α2-8)Neu5Ac and Total Synthesis
of Ganglioside GD3
Tadao Kondo a , Toshiyuki Tomoo b , Hiroyuki Abe b , Minoru Isobe b
Toshio Goto b
&
a Chemical Instrument Center, Nagoya University , Chikusa, Nagoya,
464-01, Japan
b Laboratory of Organic Chemistry, School of Agriculture, Nagoya
University , Chikusa, Nagoya, 464-01, Japan
Published online: 22 Aug 2006.
To cite this article: Tadao Kondo , Toshiyuki Tomoo , Hiroyuki Abe , Minoru Isobe & Toshio Goto (1996)
Simple Construction of Neu5Ac(α2-8)Neu5Ac and Total Synthesis of Ganglioside GD3 , Journal of
Carbohydrate Chemistry, 15:7, 857-878, DOI: 10.1080/07328309608005696
To link to this article: http://dx.doi.org/10.1080/07328309608005696
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