147-81-9Relevant articles and documents
Synthesis of racemic ribose from D-glucose
Miculka, Christian
, p. 948 - 950 (2007/10/03)
Racemic ribose is a valuable starting material for investigations of the origins of biomolecular homochirality. It can be synthesized in seven steps starting from D-glucose.
THE FORMOIN REACTION
Castells, Josep,Lopez-Calahorra, Francisco,Geijo, Fernando
, p. 197 - 208 (2007/10/02)
The formoin reaction, i.e., the autocondensation of formaldehyde in an aprotic solvent catalysed by the conjugate base of a thiazolium ion, has been studied in detail.Glucose, galactose, dihyroxyacetone dimer, xylose, and arabinose have been identified as products.The influence of catalysts, temperature, basicity, and reaction time is documented.N,N-Dimethylformamide is a more convenient solvent than ether, benzene, or diglyme.Ethyldi-isopropylamine affords better yields of carbohydrate material than triethylamine.At =60 deg, aldol condensations are reduced to a minimum.After 1-2 h of reaction (depending on the conditions), the yields begin to decrease and become zero after ca. 24 h.