N-((o-Nitrophenyl)thio)-L-serine

Base Information

• Chemical Name: N-((o-Nitrophenyl)thio)-L-serine
• CAS No.: 7685-69-0
• Molecular Formula: C9H10N2O5S
• Molecular Weight: 258.255
• European Community (EC) Number: 231-691-9
• DSSTox Substance ID: DTXSID90998164
• Nikkaji Number: J326.516A
• Wikidata: Q82990679
• Mol file: 7685-69-0.mol

Synonyms:N-((o-Nitrophenyl)thio)-L-serine;EINECS 231-691-9;7685-69-0;N-[(o-Nitrophenyl)thio]-L-serine;C9H10N2O5S;DTXSID90998164;N-[(2-Nitrophenyl)sulfanyl]serine;N-[(2-Nitrophenyl)thio]-L-serine;C9-H10-N2-O5-S

Chemical Property of N-((o-Nitrophenyl)thio)-L-serine

Chemical Property:

• Vapor Pressure: 8.89E-11mmHg at 25°C
• Boiling Point: 499°Cat760mmHg
• Flash Point: 255.6°C
• PSA: 140.68000
• Density: 1.55g/cm³
• LogP: 1.55110
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 258.03104260
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-((o-Nitrophenyl)thio)-L-serine

There total 2 articles about N-((o-Nitrophenyl)thio)-L-serine 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-serin (56-45-1,83245-15-2) + 2-nitrobenzenesulfenyl chloride (7669-54-7) → o-NPS-L-Ser-OH (7685-69-0)

Guidance literature:

DOI:10.1021/ja01079a018

Reference yield:

serin (302-84-1,83245-15-2) + 2-nitrobenzenesulfenyl chloride (7669-54-7) → N-(2-nitro-benzenesulfenyl)-serine (7685-69-0)

Guidance literature:

With sodium hydroxide;

Reference yield: 80.0%

o-NPS-L-Ser-OH (7685-69-0) + HCl*H-L-Glu(γ-Bzl)-OTcp(2,4,5) (50309-86-9) → o-NPS-L-Ser-L-Glu(γ-Bzl)-OTcp(2,4,5) (82774-80-9)

Guidance literature:

With triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate; at 20 ℃; for 16h;

DOI:10.1007/BF00581603

upstream raw materials:

L-serin

2-nitrobenzenesulfenyl chloride

serin

Downstream raw materials:

Nps-Ser-Leu-OBu^t

o-NPS-L-Ser-L-Glu(γ-Bzl)-OTcp(2,4,5)

Nps-Ser(Tos)-Leu-OBu^t

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