1300683-67-3

Upstream product

• 3081-28-5 D-phenylalanine tert-butyl ester 
• 673-06-3 D-(R)-phenylalanine 
• 1300683-54-8 Fmoc-Asp(OBn)-D-Phe-Ot-Bu 
• 1300683-56-0 Fmoc-Gly-Asp(OBn)-D-Phe-Ot-Bu 

Downstream Products

• 868845-09-4 N-ε-azido cyclo[Arg-Gly-Asp-D-Phe-Lys] 
• 1300683-70-8 Boc-Lys(Z)-Arg(NO₂)-Gly-Asp(OBn)-D-Phe-Ot-Bu 
• 1300683-72-0 Lys(Z)-Arg(NO₂)-Gly-Asp(OBn)-D-Phe-OH*TFA 
• 1300683-74-2 cyclo[Arg(NO₂)-Gly-Asp(OBn)-D-Phe-Lys(Z)] 

Relevant academic research and scientific papers

A practical large-scale synthesis of cyclic RGD pentapeptides suitable for further functionalization through click' chemistry

A multigram batch of the cyclo[Arg-Gly-Asp-d-Phe-Lys] and its N - azido derivative was accomplished via solution-phase synthesis using an epimerization-free fragment condensation. The C-terminus of d-Phe was protected as its tert-butyl ester. Fmoc (Arg, Gly, Asp, d-Phe) and Boc (Lys) groups were used to protect all N - termini. The Ts and NO2 groups, respectively were chosen to protect the guanidine group. The macrocyclization step (between d-Phe and l-Lys) was carried out under TBTU/HOBt or DPPA condensation conditions. Finally, the -amino group of the lysine residue was selectively converted into the azido group by a diazo-transfer reaction. Georg Thieme Verlag Stuttgart New York.