info:eu-repo/semantics/article
Deprotection of peracetylated methyl D-ribosides through enzymatic alcoholysis: Different recognition of the anomers
Fecha
2005-08Registro en:
Iñigo, Sabrina; Taverna Porro, Marisa Lia; Montserrat, Javier Marcelo; Iglesias, Luis Emilio; Iribarren, Adolfo Marcelo; Deprotection of peracetylated methyl D-ribosides through enzymatic alcoholysis: Different recognition of the anomers; Elsevier Science; Journal of Molecular Catalysis B: Enzymatic; 35; 1-3; 8-2005; 70-73
1381-1177
CONICET Digital
CONICET
Autor
Iñigo, Sabrina
Taverna Porro, Marisa Lia
Montserrat, Javier Marcelo
Iglesias, Luis Emilio
Iribarren, Adolfo Marcelo
Resumen
The anomers methyl 2,3,5-tri-O-acetyl-α-d-ribofuranoside and methyl 2,3,5-tri-O-acetyl-β-d-ribofuranoside showed a different behaviour in the Candida antarctica B lipase-catalysed alcoholysis. While the enzymatic deprotection of the former proceeded regioselectively affording methyl 2,3-di-O-acetyl-α-d-ribofuranoside in 81% yield in 3 h at 45°C showing no further transformation, the alcoholysis of the β-diasteromer was less selective. For this anomer, mixtures of partially acetylated products were formed, but contrasting to the α epimer, full deacetylated methyl β-d-ribofuranoside was quantitatively formed at long reaction times (5 days).