47660-22-0

Upstream product

• 18701-36-5 2-([1,1-biphenyl]-4-yl)propan-2-yl phenyl carbonate 
• 4378-13-6 (O-tert-butyl)-L-threonine 

Downstream Products

• 79385-63-0 O-t-butylthreonyl-O-t-butylseryl-S-tritylcisteine t-butyl ester hydrochloride 
• 79385-64-1 Bpoc-Thr(Bu^t)-Ser(Bu^t)-Cys(Trt)-OBu^t 

Relevant academic research and scientific papers

The synthesis of phosphopeptides via the Bpoc-based approach

The 2-(p-biphenylyl)-2-propyloxycarbonyl (Bpoc) group was examined as an Nα-protecting group in the stepwise assembly of the MAP Kinase ERK2 [178-188; Thr(P)183, Tyr(P)185] peptide. The mild acid deprotection of the Bpoc group permitted (i) incorporation of a fully protected phosphothreonyl derivative and (ii) a TFA-based final cleavage step. The first five C-terminal residues (184-188) were incorporated in the Fmoc mode of peptide synthesis, with all subsequent amino acids coupled as their Bpoc-Xxx-OH derivatives. The target product was obtained in high purity and yield, indicating that a Bpoc-based approach to phosphopeptide synthesis was compatible with both the acid-labile side chain protecting groups employed and Hmp-Wang resin. This journal is The Royal Society of Chemistry.