Cyclo(L-leucyl-L-leucyl)

Base Information

• Chemical Name: Cyclo(L-leucyl-L-leucyl)
• CAS No.: 952-45-4
• Molecular Formula: C₁₂H₂₂N₂O₂
• Molecular Weight: 226.319
• DSSTox Substance ID: DTXSID30241782
• Nikkaji Number: J1.331.326A
• Wikidata: Q27135732
• ChEMBL ID: CHEMBL1957404
• Mol file: 952-45-4.mol

Synonyms:cyclo-Leu-Leu;cycloleucylleucine

Chemical Property of Cyclo(L-leucyl-L-leucyl)

Chemical Property:

• Vapor Pressure: 4.01E-08mmHg at 25°C
• Boiling Point: 445.2°Cat760mmHg
• Flash Point: 177.9°C
• PSA: 65.18000
• Density: 0.969g/cm³
• LogP: 1.61360
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 226.168127949
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

95% ^*data from raw suppliers

Cyclo(Leu-Leu) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1C(=O)NC(C(=O)N1)CC(C)C
• Isomeric SMILES: CC(C)C[C@H]1C(=O)N[C@H](C(=O)N1)CC(C)C
• Uses: A cyclic peptide A cyclic peptide, one of the secondary metabolite of a mangrove endophytic fungus (No. 1947) from the South China Sea.

Technology Process of Cyclo(L-leucyl-L-leucyl)

There total 42 articles about Cyclo(L-leucyl-L-leucyl) 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: 93.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) → 3,6-diisobutyl-2,5-piperazinedione (952-43-2,952-45-4,16679-66-6,16679-67-7,63729-97-5,1436-27-7)

Guidance literature:

In N,N-dimethyl-formamide; at 200 ℃; for 0.333333h; under 12901.3 Torr; Microwave irradiation;

DOI:10.1039/c1gc15043j

Reference yield: 90.0%

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (3S,6S)-3,6-diisobutylpiperazine-2,5-dione (952-43-2,952-45-4,1436-27-7,16679-66-6,16679-67-7,63729-97-5)

Guidance literature:

N-tert-butoxycarbonyl-L-leucine; With dmap; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;

With trifluoroacetic acid; In dichloromethane; for 0.5h;

N-tert-butoxycarbonyl-L-leucine; Further stages;

DOI:10.1016/j.tet.2015.08.051

Reference yield: 64.0%

LEUCINE (328-39-2,21675-61-6,25248-98-0,70-45-1) → 3,6-diisobutyl-2,5-piperazinedione (952-43-2,952-45-4,16679-66-6,16679-67-7,63729-97-5,1436-27-7)

Guidance literature:

With Silochrom C-120; at 180 - 200 ℃; under 0.1 Torr;

upstream raw materials:

(S)-Leu-OMe

L-leucine

L-leucyl-L-leucine methyl ester

Cbz-L-Leu-L-Leu-OMe

Downstream raw materials:

(S)-Leu-OMe

(R)-α-Benzylleucin-methylester

(2R,5S)-2-Benzyl-2,5-diisobutyl-3,6-dimethoxy-2,5-dihydro-pyrazine

(2R,5S)-2-(2-Benzyloxy-ethyl)-2,5-diisobutyl-3,6-dimethoxy-2,5-dihydro-pyrazine

Refernces

• 1、 Simon, Ga?lle,Bérubé, Christopher,Voyer, Normand,Grenier, Daniel. "Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens". . p. 2323 - 2331. Retrieved 2018/12/11.
• 2、 Ziganshin, Marat A.,Safiullina, Aisylu S.,Gerasimov, Alexander V.,Ziganshina, Sufia A.,Klimovitskii, Alexander E.,Khayarov, Khasan R.,Gorbatchuk, Valery V.. "Thermally Induced Self-Assembly and Cyclization of l -Leucyl- l -Leucine in Solid State". . p. 8603 - 8610. Retrieved 2017/09/22.