Journal
ORGANIC LETTERS
Volume 11, Issue 16, Pages 3558-3561Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol901279v
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Funding
- National Institutes of Health [R01 GM028193]
- National Science Foundation [MR1 CHE-0619254]
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A new solid-phase synthesis efficiently incorporates three different substituents (from R-1-X, R-2-CO2H, and R-3-NH2) into a glycine-based peptidomimetic scaffold. The synthetic sequence is general and is typically accomplished in >50% overall isolated yield. Alkylating agents with a range of reactivities and normal and branched primary amines give good results. Utility was demonstrated by the synthesis of a series of protected phosphotyrosine mimetics.
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