Z-Phe-Arg

Base Information

• Chemical Name: Z-Phe-Arg
• CAS No.: 32949-41-0
• Molecular Formula: C₂₃H₂₉N₅O₅
• Molecular Weight: 455.514
• European Community (EC) Number: 695-833-5
• Nikkaji Number: J2.275.068B
• Mol file: 32949-41-0.mol

Synonyms:Z-Phe-Arg;32949-41-0;(2S)-5-(diaminomethylideneamino)-2-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]pentanoic acid;Z-Phe-Arg-OH;SCHEMBL3381295;XHGIWCXAACQYGK-OALUTQOASA-N;carbobenzoxy-l-phenylalanyl-l-arginine;((Benzyloxy)carbonyl)-L-phenylalanyl-L-arginine;(S)-2-((S)-2-(((Benzyloxy)carbonyl)amino)-3-phenylpropanamido)-5-guanidinopentanoic acid

Chemical Property of Z-Phe-Arg

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 455.21686904
• Heavy Atom Count: 33
• Complexity: 656

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)NC(CCCN=C(N)N)C(=O)O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)NC(=O)OCC2=CC=CC=C2

Technology Process of Z-Phe-Arg

There total 5 articles about Z-Phe-Arg which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester (3397-32-8) + L-arginine (74-79-3,25212-18-4) → (S)-2-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-5-guanidinopentanoic acid (32949-41-0)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield: 85.0%

L-arginine (74-79-3,25212-18-4) + (S)-benzyloxycarbonylphenylalanine pentafluorophenyl ester (17543-49-6) → (S)-2-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-5-guanidinopentanoic acid (32949-41-0)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/ejoc.200400243

Reference yield: 83.0%

L-arginine (74-79-3,25212-18-4) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → (S)-2-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-5-guanidinopentanoic acid (32949-41-0)

Guidance literature:

In water; acetonitrile; at 20 ℃; for 6h;

DOI:10.1021/jo800805w

upstream raw materials:

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

L-arginine

(S)-benzyloxycarbonylphenylalanine pentafluorophenyl ester

C₃₃H₃₆N₆O₆

Downstream raw materials:

L-phenylalanyl-L-arginine

Z-Asp(OBzl)-Phe-Arg-OH

Boc-Cys(Acm)-Ala-Phe-Arg-OH

Boc-Cys(Acm)-Ala-Phe-Arg-Gln-Val-Cys(Acm)-NHEt