N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride

Base Information

• Chemical Name: N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride
• CAS No.: 146815-23-8
• Molecular Formula: C15H13ClN2O5S
• Molecular Weight: 368.798
• Hs Code.: 2935009090
• European Community (EC) Number: 678-293-5
• DSSTox Substance ID: DTXSID70464933
• Nikkaji Number: J534.136A
• Wikidata: Q76421491
• Mol file: 146815-23-8.mol

Synonyms:146815-23-8;N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride;(2S)-2-[(4-nitrophenyl)sulfonylamino]-3-phenylpropanoyl chloride;(S)-2-(4-Nitrophenylsulfonamido)-3-phenylpropanoyl chloride;N-(p-Nitrophenylsulfonyl)-l-phenylalanyl chloride;SCHEMBL8448000;DTXSID70464933;RYQIQECSYJRDBT-AWEZNQCLSA-N;AKOS015897588;N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride [Optical Resolving Reagent];N0582;D91735;J-008268;N-(4-Nitrobenzene-1-sulfonyl)-L-phenylalanyl chloride;N-(4-NITROPHENYLSULFONYL)-L-PHENYLALANYLCHLORIDE;2-([(4-Nitrophenyl)sulfonyl]amino)-3-phenylpropanoyl chloride #;Benzenepropanoylchloride,a-[[(4-nitrophenyl)sulfonyl]amino]-,(as)-

Chemical Property of N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride

Chemical Property:

• Melting Point: 149 °C
• Boiling Point: 553.147 °C at 760 mmHg
• Flash Point: 288.333 °C
• PSA: 117.44000
• Density: 1.449 g/cm³
• LogP: 4.24470
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 368.0233704
• Heavy Atom Count: 24
• Complexity: 543

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride [Optical Resolving Reagent] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)Cl)NS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)Cl)NS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride

There total 4 articles about N-(4-Nitrophenylsulfonyl)-L-phenylalanyl Chloride 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: 100.0%

2-(4-nitrophenylsulphonamido)-3-phenylpropanoic acid (64501-87-7) → (S)-N-(4-nitrophenylsulfonyl)phenylalanyl chloride (146815-23-8)

Guidance literature:

With thionyl chloride; In dichloromethane; Heating;

DOI:10.1021/jo070438i

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → (S)-N-(4-nitrophenylsulfonyl)phenylalanyl chloride (146815-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / thionyl chloride / CH₂Cl₂ / Heating

With thionyl chloride; In dichloromethane;

DOI:10.1021/jo070438i

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-N-(4-nitrophenylsulfonyl)phenylalanyl chloride (146815-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / thionyl chloride / CH₂Cl₂ / Heating

With thionyl chloride; In dichloromethane;

DOI:10.1021/jo070438i

upstream raw materials:

2-(4-nitrophenylsulphonamido)-3-phenylpropanoic acid

L-phenylalanine

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

N-methyl-N-nosyl-L-phenylalanyldiazomethane

N'-(N-4-nosyl-L-phenylalanyl)-N-nosylhydrazine

N-(N-(N-nosyl-L-valyl)-N-methyl-L-phenylalanyl)-L-alanine methyl ester

N-(N-methyl-N-nosyl-L-phenylalanyl)-L-alanine methyl ester

Refernces

• 1、 Di Gioia, M. Luisa,Leggio, Antonella,Liguori, Angelo. "N-methylation of peptides on selected positions during the elongation of the peptide chain in solution phase". . p. 3892 - 3897. Retrieved 2007/10/03.