Key side products due to reactivity of dimethylmaleoyl moiety as amine protective group

Lee, Mijoon, Hesek, Dusan, Noll, Bruce C. and Mobashery, Shahriar Key side products due to reactivity of dimethylmaleoyl moiety as amine protective group Chemical Papers, Vol.63, No. 5, 2009, 592-597

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  

Author(s) Lee, Mijoon
Hesek, Dusan
Noll, Bruce C.
Mobashery, Shahriar
Title Key side products due to reactivity of dimethylmaleoyl moiety as amine protective group
Journal name Chemical Papers
Publication date 2009
Year available 2009
Volume number 63
Issue number 5
ISSN 0366-6352
Start page 592
End page 597
Place of publication Poland
Publisher Versita
Collection year 2009
Language english
Subject 270000 Biological Sciences
270100 Biochemistry and Cell Biology
Abstract/Summary Dimethylmaleoyl (DMM) moiety has become an important amine protective group in sugar chemistry. We disclose herein that DMM-containing D-glucosamine analogues, because of their electrophilic nature, are prone to reactions with strong nucleophiles, such as hydrazine, resulting in a set of undesired side products that are difficult to detect, yet proved to be problematic for organic synthesis.
 
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