Novel synthesis of 5-thio-hexopyranoside: preparation of 5-thio-d- and l-glucose and 1,6-anhydro-5-thio-l- and d-altrose
β Scribed by Jun'ichi Uenishi; Hirohisa Ohmiya
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 316 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
5-Thio-L-fucopyranose tetraacetate was synthesized in 11 steps from 5-O-trityl-D-arabinofuranose or D-arabinose diethyl dithioacetal by one-carbon elongation at C-5. Highly diastereoselective addition of MeLi in ether to a 1,2-O-isopropylidene-[J-D-arabino-pentodialdo-l,4-furanose derivative was ach
Acid-catalysed methanolysis of 6-0-acetyl-5-S-acetyl-1,2-O-isopropylidene-5-thio-3-0-toluene-p-sulphonyl-a-D-glucofuranose gave the methyl 5-thio-3-0toluene-p-sulphonyl-a-and -/3-D-glucopyranosides (5). Treatment of 5 with acidified 2,2-dimethoxypropane and then sodium methoxide gave the methyl 2,3a
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v
ABSTRAm 5,6-Anhydro-1,2-0-isopropylidene-3-O-methanesulphonyl-a-~-idofuranose was converted, via the related gZucod$-episulphide, into 6-0-acetyl-5-S-acetyl-1,2-O-isopropylidene-3-O-methanesulphonyl-5-thio-at-D-glucofuranose (9). Replacement of the acetyl groups of 9, or the related 3-toluene-p-sulp