Stereospecific Syntheses of D-Ossamine and D-Tolyposamine
โ Scribed by Malik, Abdul ;Afza, Nighat ;Voelter, Wolfgang
- Publisher
- John Wiley and Sons
- Year
- 1984
- Tongue
- English
- Weight
- 303 KB
- Volume
- 1984
- Category
- Article
- ISSN
- 0947-3440
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โฆ Synopsis
Abstract
2,3,4,6โTetradesoxyโ4โ(dimethylamino)โDโthreoโhexose (Dโossamine, 7), the amino sugar fragment from the fungal metabolite ossamycin, and 4โaminoโ2,3,4,6โtetradeoxyโDโerythroโhexose (Dโtolyposamine, 12), the enantiomeric constituent of the antibiotic tolypomycin, have been synthesized from Dโglucose via hexโ2โenopyranosides.
๐ SIMILAR VOLUMES
Abrrracr . Stereospecific syntheses of (+)-L-rlrreo and (-)-D-eryrhro-4-fluoroglutamic acid am based on the hydrolysis of methyl l-acetyl-4-fluoro-L-pyrroklin-5-one-2-carboxylate, prepared from rrans-and cis-4hydmxyproliues, respectively. After the discovery of the antimetabolic properties of fluoro
Three methods for the synthesis of the title compounds starting from benzyl 2,3,4-tri-O-benzyl-cr-D-manno-hexodialdo-1,5-pyranoside (7) have been elaborated. Conversion of 7 into the cyanohydrin followed by reduction to give the amine and then deamination gave a derivative of L-glycero-D-manno-hepto