62354-65-8

Basic information

• Product Name: L-Argininamide,D-phenylalanyl-(2S)-2- piperidinecarbonyl-N-(4-nitrophenyl)-,dihydrochloride
• CAS NO: 62354-65-8
• Molecular Formula: C27H37ClN8O5
• Molecular Weight: 625.555
• Mol File: 62354-65-8.mol

Chemical Properties

• CAS DataBase Reference: L-Argininamide,D-phenylalanyl-(2S)-2- piperidinecarbonyl-N-(4-nitrophenyl)-,dihydrochloride (CAS DataBase Reference)
• NIST Chemistry Reference: L-Argininamide,D-phenylalanyl-(2S)-2- piperidinecarbonyl-N-(4-nitrophenyl)-,dihydrochloride (62354-65-8)
• EPA Substance Registry System: L-Argininamide,D-phenylalanyl-(2S)-2- piperidinecarbonyl-N-(4-nitrophenyl)-,dihydrochloride (62354-65-8)

Safety Data

• Hazardous Substances Data: 62354-65-8(Hazardous Substances Data)

Upstream product

• 172422-79-6 Boc-D-Phe-Pip-N₂H₃ 
• 172422-78-5 Boc-D-Phe-Pip-OMe 
• 18650-39-0 (S)-methyl pipecolinate hydrochloride 
• 18942-49-9 Boc-D-Phe-OH 

Relevant articles and documents

A convenient synthesis of amino acid p-nitroanilides; synthons in the synthesis of protease substrates

A method is described for the synthesis of N(α)-protected bi- and trifunctional amino acid p-nitroanilides. The reaction uses phosphorus oxychloride as the condensing agent. The synthesis is simple, rapid, free of racemization and affords yields between 70-90%. The synthesis can be performed not only with amino acid derivatives of the urethane type including acid-labile (Z, Boc) and base-labile (Fmoc, Msc) N(α)-protective functions or allyl-derived protections, but also with N(α)-trityl amino acids, albeit in lower yield. The reaction runs in pyridine and its mechanism implies carboxyl activation by formation of a mixed anhydride with phosphorodichloridic acid (HOPOCl2).