A new Oxyma derivative for nonracemizable amide-forming reactions in water.
نویسندگان
چکیده
An Oxyma derivative, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-cyano-2-(hydroxyimino)acetate (2), displayed remarkable physicochemical properties as a peptide-coupling additive for peptide-forming reactions in water. Short peptides to oligopeptides could be synthesized by using 2, EDCI, and NaHCO(3) in water without measurable racemization. Significantly, a simple basic and acidic aqueous workup procedure can remove all reagents utilized in the reactions to afford only coupling products in consistently excellent yields.
منابع مشابه
Advances in Acylation Methodologies Enabled by Oxyma-Based Reagents
The aim of this review is to cover recent advances in acylation chemistry (peptide, amide, and ester bond formation) in which ethyl 2-cyano-2-(hydroxyimino)acetate (Oxyma)-derived reagents are involved. The distinct applications of each class of Oxyma derivatives will be discussed and compared to the behavior of reputed standards in the field. Outline
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عنوان ژورنال:
- Organic letters
دوره 14 13 شماره
صفحات -
تاریخ انتشار 2012