Novel synthesis of l-iduronic acid using trehalose as the disaccharidic starting material
β Scribed by Hiroshi Hinou; Hidehiro Kurosawa; Koji Matsuoka; Daiyo Terunuma; Hiroyoshi Kuzuhara
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 255 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
For the preparation of L-iduronic acid, trehalose was converted into a derivative of a novel disaccharide, B-Lidopyranosyl I~-L-idopyranoside, through diastereoselective hydroboration of the 5, 5'-di-eno intermediate. The 6-and 6'-hydroxy groups were then oxidized in two steps to give a disaccharide composed of 2 units of Liduronate moieties, which underwent acidic cleavage of the glycosidic bond to give the target compound.
π SIMILAR VOLUMES
The synthesis of four enantiopure hydroxyamidines is amidine was obtained by coupling of an (S)-malic acid derived N-acyliminium ion with Ξ²-naphthol. The other described. One amidine was obtained from (S)-pyroglutamic acid. Its key step involved the addition of phenylmagnesium amidines were obtained
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