Cyclo(phenylalanyl-phenylalanyl)

Base Information

• Chemical Name: Cyclo(phenylalanyl-phenylalanyl)
• CAS No.: 2862-51-3
• Molecular Formula: C18H18N2O2
• Molecular Weight: 294.353
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID00182799
• Nikkaji Number: J80.578E
• Wikidata: Q27139753
• Metabolomics Workbench ID: 123061
• ChEMBL ID: CHEMBL126124
• Mol file: 2862-51-3.mol

Synonyms:cyclo(Phe-Phe);cyclo(phenylalanyl-phenylalanyl)

Chemical Property of Cyclo(phenylalanyl-phenylalanyl)

Chemical Property:

• Vapor Pressure: 4.34E-14mmHg at 25°C
• Melting Point: 315-316 °C
• Boiling Point: 594.2oC at 760 mmHg
• PKA: 12.88±0.60(Predicted)
• Flash Point: 229.8oC
• PSA: 58.20000
• Density: 1.186g/cm3
• LogP: 2.11260
• Storage Temp.: -15°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 294.136827821
• Heavy Atom Count: 22
• Complexity: 360

Purity/Quality:

97% ^*data from raw suppliers

Cyclo(L-Phe-L-Phe) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(=O)NC(C(=O)N2)CC3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H]2C(=O)N[C@H](C(=O)N2)CC3=CC=CC=C3
• Uses: It is found in chicken essence, is a dual inhibitor of the serotonin transporter, and acetylcholinesterase. Cyclo(-Phe-Phe) can be used as anti-biofilm and anti-adherence against oral pathogens.

Technology Process of Cyclo(phenylalanyl-phenylalanyl)

There total 86 articles about Cyclo(phenylalanyl-phenylalanyl) 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: 100.0%

Fmoc-L-Phe-L-Phe-OMe → (3S,6S)-3,6-dibenzylpiperazine-2,5-dione (2862-51-3)

Guidance literature:

With piperidine; In dichloromethane;

Reference yield: 100.0%

Fmoc-Phe-Phe-OMe → 3,6-dibenzylpiperazine-2,5-dione (2308-61-4,2862-51-3,15136-18-2,16679-68-8,52438-42-3)

Guidance literature:

With piperidine; In dichloromethane; for 2h;

Reference yield: 92.0%

(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate (13122-89-9) → (3S,6S)-3,6-dibenzylpiperazine-2,5-dione (2862-51-3)

Guidance literature:

(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate; With formic acid; at 20 ℃; for 2h;

In toluene; iso-butanol; for 2h; Reflux;

upstream raw materials:

Phenylalanine

L-phenylalanine

3,6-dibenzylidene-2,5-piperazinedione

phenylalanine ethyl ester

Downstream raw materials:

3,6-dibenzyl-1,4-bis-(N,N-phthaloyl-glycyl)-piperazine-2,5-dione

(+/-)-trans-1,4-diacetyl-3,6-dibenzylpiperazine-2,5-dione

(+/-)-cis-1,4-diacetyl-3,6-dibenzylpiperazine-2,5-dione

(+/-)-cis-3,6-dibenzyl-1,4-dimethylpiperazine-2,5-dione