Z-ASN-ONP

Base Information

• Chemical Name: Z-ASN-ONP
• CAS No.: 3256-57-3
• Molecular Formula: C18H17N3O7
• Molecular Weight: 387.349
• European Community (EC) Number: 221-853-7
• DSSTox Substance ID: DTXSID80954294
• Mol file: 3256-57-3.mol

Synonyms:Asparagine,N2-carboxy-, N2-benzyl p-nitrophenyl ester, L- (6CI,7CI,8CI);N-(Benzyloxycarbonyl)-L-asparagine p-nitrophenyl ester;N-(Benzyloxycarbonyl)asparagine p-nitrophenyl ester;N2-(Benzyloxycarbonyl)-L-asparagine p-nitrophenyl ester;Na-(Benzyloxycarbonyl)-L-asparaginep-nitrophenyl ester;

Chemical Property of Z-ASN-ONP

Chemical Property:

• Vapor Pressure: 8.47E-19mmHg at 25°C
• Refractive Index: 1.604
• Boiling Point: 688.3 °C at 760 mmHg
• Flash Point: 370.1 °C
• PSA: 153.54000
• Density: 1.387 g/cm³
• LogP: 3.28500
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 387.10664989
• Heavy Atom Count: 28
• Complexity: 564

Purity/Quality:

98%Min ^*data from raw suppliers

Z-Asn-ONp ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CC(=O)N)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
• Uses: Z-Asn-ONp is an intermediate used in the synthesis of polyamine amide spider toxin NSTX-3, a potent glutamate receptor antagonist with potential as a neuroprotective agent.

Technology Process of Z-ASN-ONP

There total 3 articles about Z-ASN-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:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-benzyloxycarbonyl-L-asparagine (2304-96-3) → N-benzyloxycarbonyl-L-asparagine p-nitrophenyl ester (3256-57-3)

Guidance literature:

With N,N-dimethyl-formamide; dicyclohexyl-carbodiimide;

DOI:10.1021/ja01530a040

Reference yield:

→ N-benzyloxycarbonyl-L-asparagine p-nitrophenyl ester (3256-57-3)

Guidance literature:

DOI:10.1021/ja00814a039

Reference yield:

→ 2-Benzyloxycarbonylamino-succinamic acid 4-nitro-phenyl ester (2682-04-4,3256-57-3)

Guidance literature:

2-Asparagin, 4-Nitro-phenol, DCC, ZTHF, wenig W., -15grad;

DOI:10.1002/hlca.19630460653

upstream raw materials:

4-nitro-phenol

N-benzyloxycarbonyl-L-asparagine

Downstream raw materials:

S-benzyl-N-(N²-benzyloxycarbonyl-L-asparaginyl)-L-cysteine methyl ester

Z-Asn-Met-OH

Z-Asn-Phe-OH

Z-L-Asn-L-Pro-OMe

Refernces