N-(N-Acetyl-3-phenyl-L-alanyl)-3-phenyl-L-alanine

Base Information

• Chemical Name: N-(N-Acetyl-3-phenyl-L-alanyl)-3-phenyl-L-alanine
• CAS No.: 10030-31-6
• Molecular Formula: C20H22 N2 O4
• Molecular Weight: 354.406
• Hs Code.: 2924299090
• European Community (EC) Number: 233-078-1
• NSC Number: 337570
• DSSTox Substance ID: DTXSID70905336
• ChEMBL ID: CHEMBL1488432
• Mol file: 10030-31-6.mol

Synonyms:Ac-Phe-Phe;acetyldiphenylalanine;N-acetylphenylalanyl-phenylalanine;N-acetylphenylalanylphenylalanine

Chemical Property of N-(N-Acetyl-3-phenyl-L-alanyl)-3-phenyl-L-alanine

Chemical Property:

• Vapor Pressure: 4.02E-20mmHg at 25°C
• Melting Point: 264-265 °C (decomp)
• Boiling Point: 692.3°Cat760mmHg
• PKA: 3.51±0.10(Predicted)
• Flash Point: 372.5°C
• PSA: 95.50000
• Density: 1.225g/cm³
• LogP: 2.32770
• Storage Temp.: -15°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 354.15795719
• Heavy Atom Count: 26
• Complexity: 482

Purity/Quality:

97% ^*data from raw suppliers

Ac-Phe-Phe-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC=CC=C1)C(=O)NC(CC2=CC=CC=C2)C(=O)O

Technology Process of N-(N-Acetyl-3-phenyl-L-alanyl)-3-phenyl-L-alanine

There total 20 articles about N-(N-Acetyl-3-phenyl-L-alanyl)-3-phenyl-L-alanine 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%

N-Acetylphenylalanylphenylalanine tert-butyl ester (128992-42-7) → (S)-2-((S)-2-acetamido-3-phenylpropanamido)-3-phenylpropanoic acid (10030-31-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/c4cc03868a

Reference yield: 64.7%

Fmoc-Phe-Wang resin + N-Fmoc L-Phe (35661-40-6) + acetic anhydride (108-24-7) → (S)-2-((S)-2-acetamido-3-phenylpropanamido)-3-phenylpropanoic acid (10030-31-6)

Guidance literature:

Fmoc-Phe-Wang resin; With piperidine; In N,N-dimethyl-formamide; for 2h; Wang resin Inert atmosphere;

N-Fmoc L-Phe; With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; Wang resin Inert atmosphere;

acetic anhydride; Further stages;

DOI:10.1039/d0cc07199d

Reference yield: 21.0%

N-acetyl dehydrophenylalanyl-(S)-phenylalanine (42291-22-5) → (S)-2-((S)-2-acetamido-3-phenylpropanamido)-3-phenylpropanoic acid (10030-31-6) + Ac-D-Phe-L-Phe-OH (24809-18-5)

Guidance literature:

With hydrogen; Rh(I)-chiral diphosphinite; In ethanol; at 20 ℃; for 45h; Title compound not separated from byproducts; other chiral diphosphinite, other time;

DOI:10.1246/bcsj.57.739

upstream raw materials:

Ac-(S)-Phe-(S)-PheOEt

N-acetyl dehydrophenylalanyl-(S)-phenylalanine

N-(α-acetylamino-cinnamoyl)-L-phenylalanine

N-acetyl-L-phenylalanyl-L-phenylalanine methylester

Downstream raw materials:

N-acetyl-L-phenylalanyl-L-phenylalanine methylester

C₄₆H₅₇N₇O₇