Synthesis of Methyl 2-Acetamido-4,6-di-O-acetyl-3-S-acetyl-2-deoxy-3-thio-α-D-mannopyranoside
✍ Scribed by Momčilo Miljković; Peter Hagel
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- German
- Weight
- 390 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Methyl‐2‐acetamido‐4,6‐di‐O‐acetyl‐3‐S‐acetyl‐2‐deoxy‐3‐thio‐α‐D‐mannopy‐ranoside has been synthesized by conversion of methyl 2‐amino‐2‐deoxy‐4,6‐O‐benzylidene‐α‐D‐altropyranoside into the corresponding 3‐O‐methanesulfony1‐2‐N‐[(methylthio)thiocarbonyl]derivative followed by intramolecular displacement of the 3‐O‐methanesulfonyloxy group with the (methylthio)thiocarbamoyl group.
📜 SIMILAR VOLUMES
Five derivatives of methyl 3,4,6-triacetyl-2-deoxy-(3@-dialkylureido)-b-D-glucopyranoside were studied by 1H and 13C, NMR spectroscopy in solutions and by 13C NMR spectroscopy in the solid state. Sterically CDCl 3 crowded substituents such as n-hexyl and cylcohexyl change the chemical shifts of H-1,
## 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 “Full Text” option. The original article is trackable v
## Abstract A 14‐step enantiospecific total synthesis (overall yield 6%) of the title compound 1 from the known furanose 4 (derived from D‐glucose) is described.