N-t-butoxycarbonyl-L-phenylalanine 2,4,5-trichlorophenyl ester

Base Information

• Chemical Name: N-t-butoxycarbonyl-L-phenylalanine 2,4,5-trichlorophenyl ester
• CAS No.: 7535-57-1
• Molecular Formula: C20H20Cl3NO4
• Molecular Weight: 444.73600
• DSSTox Substance ID: DTXSID301135827
• Mol file: 7535-57-1.mol

Synonyms:SCHEMBL11686578;ATXFCKPVMSBACV-INIZCTEOSA-N;DTXSID301135827;N-t-butoxycarbonyl-L-phenylalanine 2,4,5-trichlorophenyl ester;7535-57-1;L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 2,4,5-trichlorophenyl ester

Chemical Property of N-t-butoxycarbonyl-L-phenylalanine 2,4,5-trichlorophenyl ester

Chemical Property:

• Melting Point: 122 °C
• PSA: 64.63000
• LogP: 6.07910
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 443.045791
• Heavy Atom Count: 28
• Complexity: 534

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)OC2=CC(=C(C=C2Cl)Cl)Cl
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)OC2=CC(=C(C=C2Cl)Cl)Cl

Technology Process of N-t-butoxycarbonyl-L-phenylalanine 2,4,5-trichlorophenyl ester

There total 3 articles about N-t-butoxycarbonyl-L-phenylalanine 2,4,5-trichlorophenyl 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: 96.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 1,2,2,2-tetrachloroethyl 2,4,5-trichlorophenyl carbonate (108034-67-9) → Boc-Phe-OTcp (7535-57-1)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; acetonitrile; Ambient temperature;

DOI:10.1021/jo00388a005

Reference yield:

2,4,5-trichlorophenol (95-95-4) → Boc-Phe-OTcp (7535-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

2: 96 percent / N-methylmorpholine / tetrahydrofuran; acetonitrile / Ambient temperature

With 4-methyl-morpholine; pyridine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jo00388a005

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 2,4,5-trichlorophenol (95-95-4) → Boc-Phe-OTcp (7535-57-1)

Guidance literature:

With dicyclohexyl-carbodiimide;

DOI:10.1002/hlca.19630460516 DOI:10.1002/hlca.19630460518

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

1,2,2,2-tetrachloroethyl 2,4,5-trichlorophenyl carbonate

2,4,5-trichlorophenol

Downstream raw materials:

Nα,N',Nα,N'-tetrakis(3-(Boc-L-phenylalanylamino)propyl)-L-β,γ-diaminopropanol

Nα,N',Nα,N'-tetrakis(3-(Boc-L-phenylalanylamino)propyl)-L-β,δ-diaminobutanol

Nα,N',Nα,N'-tetrakis(3-(Boc-L-phenylalanylamino)propyl)-L-β,ζ-diaminohexanol