100776-48-5Relevant academic research and scientific papers
Stereoselective Synthesis of 2-Amino-2-deoxy-D-arabinose and 2-Deoxy-D-ribose
Yamamoto, Yoshihiro,Kirihata, Mitsunori,Ichimoto, Itsuo,Ueda, Hiroo
, p. 1435 - 1440 (2007/10/02)
An efficient method for the stereoselective synthesis of 2-amino-2-deoxy-D-arabinose and 2-deoxy-D-ribose is described.The key step in this method was accomplished by the nucleophilic addition of methyl isocyanoacetate to 2,3-O-isopropylidene-D-glyceraldehyde with high erythro-selectivity (nearly 100percent).Subsequent intermolecular cyclization predominantly gave the desired oxazoline derivative (trans-form), in which two new chiral centers were formed.The oxazoline derivative was efficiently converted to both 2-amino-2-deoxy-D-arabinose and 2-deoxy-D-ribose.
