129141-64-6Relevant academic research and scientific papers
Synthesis of the aminocyclitol units of (-)-hygromycin A and methoxyhygromycin from myo-inositol
Gurale, Bharat P.,Shashidhar, Mysore S.,Gonnade, Rajesh G.
, p. 5801 - 5807 (2012/09/07)
Concise and efficient syntheses of the aminocyclitol cores of hygromycin A (HMA) and methoxyhygromycin (MHM) have been achieved starting from readily available myo-inositol. Reductive cleavage of myo-inositol orthoformate to the corresponding 1,3-acetal, stereospecific introduction of the amino group via the azide, and resolution of a racemic cyclitol derivative as its diastereomeric mandelate esters are the key steps in the synthesis. Synthesis of the aminocyclitol core of hygromycin A involved chromatography in half of the total number of steps, and the aminocyclitol core of methoxyhygromycin involved only one chromatography.
Synthesis of several optically active O-methyl-inosamines and -inosadiamines from L-quebrachitol
Ogawa, Seiichiro,Isaka, Akihiro
, p. 105 - 123 (2007/10/02)
A series of p-toluenesulfonic and methanesulfonic esters of L-quebrachitol have been prepared starting from the di-O-isopropylidene derivative of the cyclitol.Nucleophilic displacement of these sulfonates with azide ion in 2-methoxyethanol produced the az
