532413-11-9Relevant articles and documents
Use of 1,3-dibenzyl-dihydrouracil in the chain extension of 2,3-O-isopropylidene-D-glyceraldehyde
Ulgheri, Fausta,Bacsa, John,Nassimbeni, Luigi,Spanu, Pietro
, p. 671 - 675 (2003)
The aldol-type addition of 1,3-dibenzyl-dihydrouracil 2 to 2,3-O-isopropylidene-D-glyceraldehyde 3 was examined in different solvents and under Lewis acid catalysis in order to establish the stereochemical preferences. A stereodivergent synthesis of 5-trihydroxypropyl-dihydrouracil derivatives 4 and its C-5 epimer 5 was realized. The synthesis of ureido polyols 8 and 10 was obtained via the reductive ring opening of the templates 4 and 5.
5-Trihydroxypropyl-dihydrouracil derivatives as precursors of 1-azasugars: application to the stereoselective synthesis of d-galacto-isofagomine
Spanu, Pietro,Candia, Cristina de,Ulgheri, Fausta
scheme or table, p. 2400 - 2402 (2010/06/21)
A new route for the synthesis of isofagomine analogues has been carried out by using as precursors enantiopure 5-trihydroxypropyl-dihydrouracil derivatives obtained from aldol-type addition of 1,3-dibenzyl-dihydrouracil to isopropylidene-protected glyceraldehyde. The synthesis of d-galacto-isofagomine is reported.