700816-05-3Relevant academic research and scientific papers
A simple and efficient synthesis of an Asp-Gly dipeptide mimetic
Ndungu, John M.,Gu, Xuyuan,Gross, Dustin E.,Ying, Jinfa,Hruby, Victor J.
, p. 3245 - 3247 (2007/10/03)
Alkylation of Nα-Boc protected aspartic acid with allyl bromide in the presence of lithium bis(trimethylsilyl)amide (LHMDS) and hexamethylphosphoramide (HMPA) afforded chiral β-allyl substituted aspartic acid in good yields. After deprotection of the Nα-Boc group and reprotection as a trifluoroacetamide, the terminal alkene was oxidized to an aldehyde. The aldehyde was then coupled with L-cysteine through a cascade three-bond formation process to afford aspartic acid-glycine bicyclic dipeptide mimetics.
