177941-83-2

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 172611-20-0 C₃₀H₃₈N₃O₆P 
• 1754-60-5 N,N'-dipropyl-diamidophosphoryl chloride 
• 177941-86-5 C₁₅H₂₆N₃O₄P 

Downstream Products

• 179727-73-2 Fmoc-Tyr[P(O)(NHn-Pr)2]-Leu-OMe 
• 213698-11-4 C₃₆H₃₅F₅N₃O₆P 
• 213698-06-7 C₃₆H₄₇N₄O₇P 

Relevant academic research and scientific papers

N,N′-Dialkyldiamide-Type Phosphate Protecting Groups for Fmoc Synthesis of Phosphotyrosine-Containing Peptides: Optimization of the Alkyl Group

Synthesis and evaluation of three Fmoc-phosphotyrosine derivatives with a phosphate group protected as N,N'dialkyldiamide (alkyl = Prn, Pri, and Bui) were studied. All the derivatives were obtained as crystals, among which the Bu' derivative (4c) was the best in ease of preparation and excellence in cleavage property. Solid phase synthesis of a methionine-containing peptide, H-TVr(PO3H2)-Val-Pro-Met-Leu-OH, could be done without any problems.

N,N'-dialkyldiamide-type phosphate protecting groups for Fmoc synthesis of phosphotyrosine-containing peptides

Z-Tyr[P(O)(NHR)2]-OBzl (R=n-Pr and i-Pr) were obtained by reactions of Z-Tyr-OBzl, lithiated with LDA, with N,N -dipropyl- or diisopropyl- phosphorodiamidic chloride. Fmoc derivatives, Fmoc-Tyr][P(O)(NHR)2]-OH, were obtained from them as stable crystals. The P-N bonds are stable toward 20% piperidine in DMF and were cleaved completely with 95% trifluoroacetic acid.