488-53-9Relevant academic research and scientific papers
Intramolecular hydrogen abstraction in radicals derived from inositol 1,3-acetals: Efficient access to cyclitols
Murali, Chebrolu,Gurale, Bharat P.,Shashidhar, Mysore S.
experimental part, p. 755 - 764 (2010/03/26)
The benzylidene acetals obtained by cleavage of the orthobenzoate moiety in myoinositol 1,3,5-orthobenzoate were used to prepare mono- as well as di-deoxy inositol derivatives via their xanthates. The dideoxygenation is a result of intramolecular abstraction of the benzylidene acetal hydrogen and subsequent cleavage of the acetal ring. Such a cleavage does not take place in analogous acetals derived from, other orthoesters. The 1, 3-acetals derived from, myo- inositol 1,3,5-orthoesters were also used to prepare neo-inositol and isomeric deoxy-amino inositols. Most of the reactions in these synthetic sequences starting from myo-inositol give one product in each step. The results presented here show that myo-inositol 1,3,5-orthobenzoate offers many advantages over other orthoesters for the synthesis of cyclitol derivatives from myo-inositol.
Small-scale one-pot reductive alkylation of unprotected aminocyclitols with supported reagents
Sisa, Miroslav,Trapero, Ana,Llebaria, Amadeu,Delgado, Antonio
experimental part, p. 3167 - 3170 (2009/04/07)
A protocol for the reductive alkylation of unprotected aminocyclitols with supported reagents and scavengers is described. The method is operatively simple and provides the corresponding secondary amines in high yields and purities. Georg Thieme Verlag Stuttgart.
