N-(Benzyloxycarbonyl)phenylalanylphenylalanine methyl ester

Base Information

• Chemical Name: N-(Benzyloxycarbonyl)phenylalanylphenylalanine methyl ester
• CAS No.: 4892-10-8
• Molecular Formula: C27H28N2O5
• Molecular Weight: 460.53
• Nikkaji Number: J405.708B
• Mol file: 4892-10-8.mol

Synonyms:N-(benzyloxycarbonyl)phenylalanylphenylalanine methyl ester;N-(benzyloxycarbonyl)phenylalanylphenylalanine methyl ester, (D-Phe-L-Phe);Z-Phe-Phe-OMe

Chemical Property of N-(Benzyloxycarbonyl)phenylalanylphenylalanine methyl ester

Chemical Property:

• Vapor Pressure: 9.19E-19mmHg at 25°C
• Boiling Point: 687.7°C at 760 mmHg
• Flash Point: 369.7°C
• PSA: 93.73000
• Density: 1.206g/cm³
• LogP: 4.20640
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 460.19982200
• Heavy Atom Count: 34
• Complexity: 637

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3

Technology Process of N-(Benzyloxycarbonyl)phenylalanylphenylalanine methyl ester

There total 23 articles about N-(Benzyloxycarbonyl)phenylalanylphenylalanine methyl ester 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: 97.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + N-Cbz-L-Phe (1161-13-3) → N-(benzyloxycarbonyl)-L-phenylalanyl-L-phenylalanine methyl ester (4892-10-8)

Guidance literature:

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride;

Reference yield: 93.5%

N-Cbz-L-Phe (1161-13-3) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → N-(benzyloxycarbonyl)-L-phenylalanyl-L-phenylalanine methyl ester (4892-10-8)

Guidance literature:

With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Cooling with ice;

DOI:10.1016/j.bmcl.2016.05.006

Reference yield: 85.0%

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (2578-84-9) + methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) → N-(benzyloxycarbonyl)-L-phenylalanyl-L-phenylalanine methyl ester (4892-10-8)

Guidance literature:

With benzotriazol-1-ol; triethylamine; In dichloromethane; for 16h;

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate

N-Cbz-L-Phe

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester

Downstream raw materials:

N-benzyloxycarbonyl-L-phenylalanyl-L-phenylalanine

L-phenylalanyl-L-phenylalanine methyl ester

(3S,6S)-3,6-dibenzylpiperazine-2,5-dione

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