Journal of the Chemical Society. Perkin transactions I p. 248 - 254 (1972)
Update date:2022-08-05
Topics:
Gent, Patricia A.
Gigg, Roy
Conant
The preparation and borohydride reduction of 2,3-dideoxy-5,6-O- isopropylidene-2′-phenyl-D-allofuranoso-[2,3-d]- Δ2′-oxazoline (XXI) are described. The reduction product was a derivative of 2-amino-2-deoxy-D-allitol, indicating that no isomerisation of the sugar system in compound (XXI) had occurred during its formation and reduction. A derivative of muramic acid containing a reduced side chain was synthesised from a phenyloxazoline derivative of 2-amino-2-deoxy-D- glucofuranose. A convenient method for the preparation of the 5,6-carbonate of 1,2-O-isopropylidene-D-glucofuranose and related sugars was also developed.
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