The 2,1'-0-isopropylidene derivative (1) of 3-O-acetyl-4,6-O-isopropylidenecu-~glucopyranosyl 6-O-acetyl-3,4-anhydro-fl-D-lyxo-hexulofuranoside and 2,3,4tri-O-acetyl-6-O-trityl-cY-D-glucopyranosyl 3,4-anhydro-1,6-di-0-trityl-@-D-lyxohexulofuranoside have been synthesised and 1 has been converted int
Derivatives of sucrose 3′,4′-epoxide
✍ Scribed by R.D. Guthrie; Ian D. Jenkins; San Thang; Ryohei Yamasaki
- Book ID
- 102640182
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- English
- Weight
- 485 KB
- Volume
- 121
- Category
- Article
- ISSN
- 0008-6215
No coin nor oath required. For personal study only.
✦ Synopsis
A facile, one-pot synthesis of u-D-glucopyranosyl 3.4~anhydro-P-Dtagatofuranoside (1) from sucrose in good yield is reported. Derivatives of 1 can also be obtained from 4,6:2,1'-di-0-isopropylidenesucrose and from 2,3,6,1',6'penta-0-benzoylsucrose by treatment with triphenylphosphine and diethyl azodicarboxylate. The n.m.r. spectra (13C,iH) and conformation of derivatives of 1 are discussed.
A new anhydrosucrose (1',4') is reported.
📜 SIMILAR VOLUMES
## 3-Ketosucrose (a-D-r&o-hexopyranosyl-3-ulose-~-o-fructofuranoside), obtained from sucrose via microbial oxidation with Agrobactetizun tumefaciens, was shown to be an appropriate and versatile synthon for regioselective syntheses. Condensation with hydroxylamine and its derivatives with ally1 an