Boc-Phe-ONp

Base Information

• Chemical Name: Boc-Phe-ONp
• CAS No.: 7535-56-0
• Molecular Formula: C20H22N2O6
• Molecular Weight: 386.404
• European Community (EC) Number: 231-404-7
• DSSTox Substance ID: DTXSID20226326
• Nikkaji Number: J307.865E
• Wikidata: Q83105706
• Mol file: 7535-56-0.mol

Synonyms:Boc-Phe-ONP;BOCPheONP;N-tert-butoxycarbonyl-phenylalanine 4-nitrophenyl ester

Chemical Property of Boc-Phe-ONp

Chemical Property:

• Vapor Pressure: 1.67E-12mmHg at 25°C
• Melting Point: 127-128 °C
• Refractive Index: 1.567
• Boiling Point: 558.4 °C at 760 mmHg
• Flash Point: 291.5 °C
• PSA: 110.45000
• Density: 1.24 g/cm³
• LogP: 4.55030
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 386.14778643
• Heavy Atom Count: 28
• Complexity: 540

Purity/Quality:

97% ^*data from raw suppliers

Boc-Phe-Onp 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Boc-Phe-ONp

There total 12 articles about Boc-Phe-ONp 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: 86.5%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester (7535-56-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 5h;

Reference yield: 86.0%

→ N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester (7535-56-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 6h;

Reference yield: 62.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 1,2,2,2-tetrachloroethyl 4-nitrophenyl carbonate (107960-06-5) → N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester (7535-56-0)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jo00388a005

upstream raw materials:

N-Carbonyl-phenylalanin-

tert-butyl alcohol

4-nitro-phenol

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

tert-butyl (S)-1-((S)-1-hydroxy-4-methylpentan-2-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Boc-L-Phe-L-Asp(Bzl)-NH₂

Boc-Phe-Leu-Pro-Glu(OBzl)-Gly-OMe

BOC-Phe-D-Trp-Lys(MSC)-Thr-Phe-Cys(ACM)-OPSE