ISSN:
1434-193X
Keywords:
Inositols
;
Epimerisation
;
Acetals
;
Carbohydrates
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
-Methoxycyclitol 4 was acetalized in a non-classical one-pot procedure with chloral/dicyclohexylcarbodiimide forming the 4-epi derivative 6. The stepwise deprotection of compound 6 is also described. Thus, decarbamoylation to the acetal 7 was achieved by heating 6 with methanolic sodium methoxide, and cleavage of the acid-stable trichloroethylidene moiety was realised in two steps via the corresponding ethylidene acetals 8 and 9; the ethylidene function was removed with aqueous trifluoroacetic acid (compound 10 from 6 via 9). Finally, the carbamoyl derivative 10 was converted into the tetra-O-acetyl product 12 via the tetrol 11.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
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