Back to Search
Start Over
Two-step sequential synthesis of pyrimidine derivatives containing a sugar branch via combining of enzymatic Michael addition/acylation
- Source :
-
Journal of Molecular Catalysis B: Enzymatic . Sep2005, Vol. 35 Issue 4-6, p122-127. 6p. - Publication Year :
- 2005
-
Abstract
- Abstract: A new strategy for the enzymatic synthesis of pyrimidine derivatives containing a sugar branch was developed via combining of Michael addition and acylation. The first-step reaction of pyrimidines and vinyl 3-propionyloxy propionate was catalyzed by Amano lipase M from Mucor javanicus in DMSO. The initial reaction rates of different pyrimidines decreased in the order of fluorouracil, uracil, thymine, in agreement with their nucleophilicity. The succeeding regioselective acylation of d-glucose and d-mannose with the Michael adducts was catalyzed by alkaline protease from Bacillus subtilis in pyridine. The d-glucose and d-mannose were all acylated at C-6 position. Moderate yield was obtained for each step. [Copyright &y& Elsevier]
- Subjects :
- *PYRIMIDINES
*ACYLATION
*SURFACE chemistry
*ANTINEOPLASTIC agents
Subjects
Details
- Language :
- English
- ISSN :
- 13811177
- Volume :
- 35
- Issue :
- 4-6
- Database :
- Academic Search Index
- Journal :
- Journal of Molecular Catalysis B: Enzymatic
- Publication Type :
- Academic Journal
- Accession number :
- 18235779
- Full Text :
- https://doi.org/10.1016/j.molcatb.2005.06.009