FL zwitterion

Base Information

• Chemical Name: FL zwitterion
• CAS No.: 3303-55-7
• Molecular Formula: C15H22N2O3
• Molecular Weight: 278.351
• Hs Code.: 2924299090
• Mol file: 3303-55-7.mol

Synonyms:FL zwitterion;Phe-Leu zwitterion;(2S)-2-{[(2S)-2-azaniumyl-3-phenylpropanoyl]amino}-4-methylpentanoate;L-Phe-L-Leu zwitterion;CHEBI:190710;L-phenylalanyl-L-leucine zwitterion;(2S)-2-[(2S)-2-ammonio-3-phenylpropanamido]-4-methylpentanoate

Chemical Property of FL zwitterion

Chemical Property:

• Appearance/Colour: White to off white powder
• Vapor Pressure: 1.77E-11mmHg at 25°C
• Melting Point: 258-260 °C
• Refractive Index: 1.544
• Boiling Point: 516.2 °C at 760 mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 266 °C
• PSA: 92.42000
• Density: 1.144 g/cm³
• LogP: 2.26310
• Storage Temp.: -15°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 278.16304257
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

Phe-Leu-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)[O-])NC(=O)C(CC1=CC=CC=C1)[NH3+]
• Isomeric SMILES: CC(C)C[C@@H](C(=O)[O-])NC(=O)[C@H](CC1=CC=CC=C1)[NH3+]

Technology Process of FL zwitterion

There total 35 articles about FL zwitterion 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: 98.0%

Fmoc-Leu-OH (35661-60-0) + N-Fmoc L-Phe (35661-40-6) → L-Phe-Leu (3303-55-7)

Guidance literature:

Fmoc-Leu-OH; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

In N,N-dimethyl-formamide; at 27 ℃; for 0.5h;

N-Fmoc L-Phe; Reagent/catalyst; Further stages;

DOI:10.1016/j.tetlet.2017.03.014

Reference yield: 87.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + N-(1-Benzotriazolylcarbonyl)-L-phenylalanin (81917-69-3) → L-Phe-Leu (3303-55-7)

Guidance literature:

With sodium tetrahydroborate; In acetone; Ambient temperature;

DOI:10.1055/s-1983-30328

Reference yield: 84.0%

→ L-Phe-Leu (3303-55-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.0833333h;

upstream raw materials:

Pipoc-Phe-Leu

L-leucine

N-(1-Benzotriazolylcarbonyl)-L-phenylalanin

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(S)-2-[(S)-2-(2-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid

methyl L-phenylalanyl-L-leucinate hydrochloride

L-phenylalanyl-L-leucine methyl ester

N-[1-(2'-azido-1'(S)-hydroxy)butylcarboxy]-L-phenylalanyl-L-leucine

Refernces

• 1、 Al Musaimi, Othman,El-Faham, Ayman,Basso, Alessandra,de la Torre, Beatriz G.,Albericio, Fernando. "γ-Valerolactone (GVL): An eco-friendly anchoring solvent for solid-phase peptide synthesis". . . Retrieved 2019/08/26.
• 2、 Maurs, Michele,Acher, Francine,Azerad, Robert. "Microbial enantioselective removal of the N-benzyloxycarbonyl amino protecting group". . p. 22 - 26. Retrieved 2012/10/29.