کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1314212 | 975952 | 2010 | 6 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Synthesis of novel α-CF3-trifluoroalanine derivatives containing N-(diethoxyphosphoryl)difluoroacetyl group Synthesis of novel α-CF3-trifluoroalanine derivatives containing N-(diethoxyphosphoryl)difluoroacetyl group](/preview/png/1314212.png)
An efficient synthesis of biologically interesting α-CF3-trifluoroalanine derivatives bearing N-(diethoxyphosphoryl)difluoroacetyl moiety in good yields has been elaborated. The key substrate, α-TFM-imino ester, prepared from methyl trifluoropyruvate and (diethoxyphosphoryl)difluoroacetamide, followed by dehydration, was subjected to regiospecific reactions with various nucleophiles, including organometallic, π-donor compounds and sodium borohydride. These novel products may find a viable application in the modification of peptides or serve as potential drug candidates.
An efficient synthesis of biologically interesting α-CF3-trifluoroalanine derivatives bearing N-(β-keto-α,α-difluoromethylenephosphonate) moiety in good yields has been described.Figure optionsDownload as PowerPoint slideResearch highlights▶ Methyl trifluoropyruvate and (diethoxyphosphoryl)difluoroacetamide. ▶ Novel acyl imine with N-(diethoxyphosphoryl)difluoroacetyl. ▶ Trifluoroalanine derivatives with a N-(diethoxyphosphoryl)difluoroacetyl function. ▶ Alkylation and arylation of the acylimine. ▶ Friedel-Crafts electrophilic aminoalkylation of π-rich aromatics and heteroaromatics.
Journal: Journal of Fluorine Chemistry - Volume 131, Issue 12, December 2010, Pages 1362–1367