129141-63-5Relevant 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.
Total Synthesis of Methoxyhygromycin and Its 5-Epimer
Chida, Noritaka,Nakazawa, Keiichi,Ohtsuka, Masami,Suzuki, Minoru,Ogawa, Seiichiro
, p. 423 - 426 (2007/10/02)
Methoxyhygromycin, an antibiotic having a unique structure among the aminocyclitol antibiotics, and its 5-epimer are first synthesized.This synthesis fully confirmed the proposed structure of the antibiotic and revealed that neo-configuration of cyclitol
