120219-33-2

Upstream product

• 16944-14-2 Boc-Tyr dicyclohexylammonium salt 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 125786-77-8 (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester 
• 171775-81-8 Boc-Tyr-OPac 
• 125786-78-9 (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-[(S)-2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-propionylamino]-propionic acid 2-oxo-2-phenyl-ethyl ester 
• 125786-79-0 C₃₁H₃₁Cl₃N₂O₉PS^(1-) 
• 188478-23-1 (S)-3-[4-(Bis-cyclopentyloxy-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 2-oxo-2-phenyl-ethyl ester 

Relevant academic research and scientific papers

Preparation of phosphoamino acid derivatives with acid stable O-phosphono-protection for the Boc-mode solid-phase synthesis of phosphopeptides

Boc-phosphoamino acid derivatives with O-[di(4-nitrobenzyl)- or dicyclohexylphosphono]-protection were prepared for application to the Boc-mode solid-phase synthesis of phosphopeptides. These protecting groups are both stable to TFA, but removable with a combination of trifluoromethanesulfonic acid and methylthiobenzene in TFA. Of these derivatives, N(α)-Boc-O-(dicyclohexylphosphono)serine and N(α)-Boc-O-(dicyclohexylphosphono)threonine were obtained as crystalline compounds to be favorably utilized as starting materials for solid-phase synthesis using an automated peptide synthesizer. On the other hand, N(α)-Boc-O-(dicyclohexylphosphono)tyrosine and all of the O-[di(4-nitrobenzyl)]phosphono derivatives were prepared as crystalline cyclohexylammonium or dicyclohexylammonium salts.