2-amino-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-3-phenylpropanamide

Base Information

• Chemical Name: 2-amino-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-3-phenylpropanamide
• CAS No.: 15893-46-6
• Molecular Formula: C18H21 N3 O2
• Molecular Weight: 311.384
• DSSTox Substance ID: DTXSID40875052
• Mol file: 15893-46-6.mol

Synonyms:2-amino-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-3-phenylpropanamide;858213-61-3;phenylalanylphenylalaninamide;SCHEMBL10049933;PHENYLALANYLPHENYLALANAMIDE;DTXSID40875052;STK372808;AKOS005447119

Chemical Property of 2-amino-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-3-phenylpropanamide

Chemical Property:

• Vapor Pressure: 2.48E-15mmHg at 25°C
• Boiling Point: 620.7°Cat760mmHg
• Flash Point: 329.2°C
• Density: 1.196g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 311.16337692
• Heavy Atom Count: 23
• Complexity: 388

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-amino-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-3-phenylpropanamide

There total 10 articles about 2-amino-N-(1-amino-1-oxo-3-phenylpropan-2-yl)-3-phenylpropanamide 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: 37.0%

N-Fmoc L-Phe (35661-40-6) → di(phenylalanine) (15893-46-6)

Guidance literature:

N-Fmoc L-Phe; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Rink amide MBHA resin

With piperidine; In N,N-dimethyl-formamide; Rink amide MBHA resin

N-Fmoc L-Phe; Further stages;

DOI:10.1021/jm400209h

Reference yield:

L-Phenylalanine amide (5241-58-7) → (L-F)3-NH2 (545382-74-9) + Phe-Phe (2577-40-4) + di(phenylalanine) (15893-46-6)

Guidance literature:

With aminolysin-S; In dimethyl sulfoxide; at 50 ℃; for 23h; pH=7.5; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/b914320c

Reference yield:

L-Phenylalanine amide (5241-58-7) → (L-F)3-NH2 (545382-74-9) + (L-F)5-NH2 (134276-52-1) + Phe-Phe (2577-40-4) + di(phenylalanine) (15893-46-6) + triphenylalanine (2578-81-6) + tetraphenylalanine (2667-02-9) + (L-F)4-NH2

Guidance literature:

With aminolysin-A; In water; dimethyl sulfoxide; at 50 ℃; for 6h; pH=8; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/c0ob00403k

upstream raw materials:

N-benzyloxycarbonyl-L-phenylalanyl-L-phenylalaninamide

diazomethane

L-Phenylalanine amide

Cam-3508

Downstream raw materials:

Z-Gly-Gly-Phe-Phe-Phe-NH₂

{(S)-1-[(S)-1-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

(S)-2-Amino-N-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-propionamide

Tyr-Pro-Phe-Phe-NH₂