1.
Org Biomol Chem
; 13(36): 9457-61, 2015 Sep 28.
Article
in English
| MEDLINE
| ID: mdl-26247390
ABSTRACT
A direct installation of a methyl phosphoramidate group by using methyl benzylphosphoramidochloridate into carbohydrates and amino acid is described. This one-step synthesis is efficient for both primary and secondary alcohols and exhibited excellent regioselectivity and functional group compatibility. Formation of a single diastereomer is observed in certain cases. The N-benzyl protecting group on methyl phosphoramidates is easily removed under mild conditions.
Subject(s)
Amides/chemical synthesis , Carbohydrates/chemistry , Phosphoric Acids/chemical synthesis , Amides/chemistry , Molecular Structure , Phosphoric Acids/chemistry
2.
Chem Commun (Camb)
; 51(1): 104-6, 2015 Jan 04.
Article
in English
| MEDLINE
| ID: mdl-25384128
ABSTRACT
A highly efficient CH3CN-promoted hexamethyldisilazane per-O-trimethylsilylation of amino sugars was developed. Its applications in homogenous N-functionalisation and a concise synthesis of glucosamine 6-phosphate are described.
