Glutamyl-phenylalanine

Base Information

• Chemical Name: Glutamyl-phenylalanine
• CAS No.: 20556-22-3
• Molecular Formula: C14H18N2O5
• Molecular Weight: 294.307
• DSSTox Substance ID: DTXSID601310965
• Metabolomics Workbench ID: 78789
• Nikkaji Number: J924.591J
• Wikidata: Q76511780
• Mol file: 20556-22-3.mol

Synonyms:Glu-Phe;L-Glutamyl-L-Phenylalanine;20556-22-3;glutamyl-phenylalanine;SCHEMBL2980529;CHEBI:157850;DTXSID601310965;(4S)-4-amino-5-[[(1S)-1-carboxy-2-phenylethyl]amino]-5-oxopentanoic acid;(S)-4-Amino-5-(((S)-1-carboxy-2-phenylethyl)amino)-5-oxopentanoic acid

Chemical Property of Glutamyl-phenylalanine

Chemical Property:

• XLogP3: -3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 294.12157168
• Heavy Atom Count: 21
• Complexity: 380

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Glutamyl-phenylalanine

There total 5 articles about Glutamyl-phenylalanine 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:

(4S)-4-{[(benzyloxy)carbonyl]amino}-5-{[(1S)-1-carboxy-2-phenylethyl]amino}-5-oxopentanoic acid (987-84-8) → N-γ-L-glutamyl-L-phenylalanine (20556-22-3)

Guidance literature:

With methanol; palladium; Hydrogenation;

Reference yield:

Z-α-Glu-Phe-O-t-Bu (104016-30-0) → N-γ-L-glutamyl-L-phenylalanine (20556-22-3)

Guidance literature:

With hydrogen bromide; acetic acid;

Reference yield:

L-phenylalanine tert-butyl ester (16874-17-2) → N-γ-L-glutamyl-L-phenylalanine (20556-22-3)

Guidance literature:

Multi-step reaction with 2 steps

2: HBr, AcOH

With hydrogen bromide; acetic acid;

upstream raw materials:

(4S)-4-{[(benzyloxy)carbonyl]amino}-5-{[(1S)-1-carboxy-2-phenylethyl]amino}-5-oxopentanoic acid

Z-α-Glu-Phe-O-t-Bu

L-phenylalanine tert-butyl ester

N-(benzyloxycarbonyl)-L-glutamic acid, α-phenyl ester

Downstream raw materials:

H-Glu(OBzl)-Phe-OBzl

L-glutamic acid

L-phenylalanine