N2-((2-Nitrophenyl)thio)-L-asparagine

Base Information

• Chemical Name: N2-((2-Nitrophenyl)thio)-L-asparagine
• CAS No.: 7685-72-5
• Molecular Formula: C10H11N3O5S
• Molecular Weight: 285.28
• Hs Code.: 2930909090
• European Community (EC) Number: 231-694-5
• DSSTox Substance ID: DTXSID70956005
• Nikkaji Number: J326.518H
• Mol file: 7685-72-5.mol

Synonyms:N2-((2-Nitrophenyl)thio)-L-asparagine;7685-72-5;EINECS 231-694-5;(2S)-4-amino-2-[(2-nitrophenyl)sulfanylamino]-4-oxobutanoic acid;N2-[(2-nitrophenyl)thio]-L-asparagine;SCHEMBL7311462;DTXSID70956005;L-Asparagine, N(2)-((2-nitrophenyl)thio)-;4-Imino-N-[(2-nitrophenyl)sulfanyl]homoserine

Chemical Property of N2-((2-Nitrophenyl)thio)-L-asparagine

Chemical Property:

• Vapor Pressure: 6.61E-15mmHg at 25°C
• Boiling Point: 593°C at 760 mmHg
• Flash Point: 312.4°C
• PSA: 163.54000
• Density: 1.53g/cm³
• LogP: 2.13450
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 285.04194163
• Heavy Atom Count: 19
• Complexity: 360

Purity/Quality:

99% ^*data from raw suppliers

N-2-NITROPHENYLSULFENYL-L-ASPARAGINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])SNC(CC(=O)N)C(=O)O
• Isomeric SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])SN[C@@H](CC(=O)N)C(=O)O

Technology Process of N2-((2-Nitrophenyl)thio)-L-asparagine

There total 1 articles about N2-((2-Nitrophenyl)thio)-L-asparagine 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:

L-asparagine (70-47-3,28088-48-4,7006-34-0) + 2-nitrobenzenesulfenyl chloride (7669-54-7) → NPS-Asn-OH (7685-72-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo00980a026

Reference yield: 83.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + NPS-Asn-OH (7685-72-5) → NPS-Asn-OPFP

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide; 0 deg C, 2 h; r.t., 1 h;

Reference yield:

NPS-Asn-OH (7685-72-5) → N-<2-Nitro-phenylsulfenyl>-Asp(NH2)-Asp(NH2)-<2,4,6-trimethyl-benzylester> (14608-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC / dimethylformamide

2: (i) Et₃N, DMF, (ii) /BRN= 2549843/

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

DOI:10.1071/CH9670365

upstream raw materials:

L-asparagine

2-nitrobenzenesulfenyl chloride

Downstream raw materials:

N-<2-Nitro-phenylsulfenyl>-L-asparagin-<4-nitro-phenylester>

O--glykolsaeure-p-nitrobenzylester

N-<2-Nitro-phenylsulfenyl>-L-asparagin-<2,4,6-trimethyl-benzylester>

<2-Nitro-phenylsulfenyl>-L-asparaginyl-glycin-aethylester

Refernces