N-ACETYL-S-(4-NITROPHENYL)-L-CYSTEINE

Base Information

• Chemical Name: N-ACETYL-S-(4-NITROPHENYL)-L-CYSTEINE
• CAS No.: 91088-55-0
• Molecular Formula: C11H12 N2 O5 S
• Molecular Weight: 284.293
• Hs Code.: 2930909090
• Mol file: 91088-55-0.mol

Synonyms:Alanine,N-acetyl-3-[(p-nitrophenyl)thio]- (6CI,7CI)

Chemical Property of N-ACETYL-S-(4-NITROPHENYL)-L-CYSTEINE

Chemical Property:

• Vapor Pressure: 2.05E-14mmHg at 25°C
• Melting Point: 158°C
• Boiling Point: 582.6°Cat760mmHg
• Flash Point: 306.1°C
• PSA: 137.52000
• Density: 1.43g/cm³
• LogP: 2.19030
• Storage Temp.: -20?C Freezer
• Solubility.: Dichloromethane (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

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

S-(4-Nitrophenyl)mercapturicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-ACETYL-S-(4-NITROPHENYL)-L-CYSTEINE is used as a marker for low levels of exposure to benzene in industry Used as a marker for low levels of exposure to benzene in industry.

Technology Process of N-ACETYL-S-(4-NITROPHENYL)-L-CYSTEINE

There total 6 articles about N-ACETYL-S-(4-NITROPHENYL)-L-CYSTEINE 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: 52.0%

dimethyl-4-nitrophenylsulfonium trifluoromethanesulfonate + N-acetylcystein (616-91-1,7696-05-1) → N-acetyl-S-(4-nitrophenyl)-L-cysteine (91088-55-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b02584

Reference yield:

N-acetylcystein (616-91-1,7696-05-1) + 4-nitrophenylboronic acid (24067-17-2) → N-acetyl-S-(4-nitrophenyl)-L-cysteine (91088-55-0) + nitrobenzene (98-95-3,26969-40-4)

Guidance literature:

With copper diacetate; In aq. buffer; at 37 ℃; for 0.5h; pH=7.4; Reagent/catalyst;

DOI:10.1021/acs.orglett.1c01624

Reference yield:

1-methylthio-4-nitro-benzene (701-57-5) → N-acetyl-S-(4-nitrophenyl)-L-cysteine (91088-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 8 h / 25 °C / Inert atmosphere; Schlenk technique

2: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere; Schlenk technique

With caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.9b02584

upstream raw materials:

L-Cysteine

N-acetylcystein

1-methylthio-4-nitro-benzene

para-nitrobenzenethiol

Downstream raw materials:

S-(4-nitro-phenyl)-cysteine

N-Acetyl-3-(4-nitro-phenylmercapto)-L-alanin-methylester

Refernces

• 1、 Zhao, Jian-Nan,Kayumov, Muzaffar,Wang, Dong-Yu,Zhang, Ao. "Transition-Metal-Free Aryl-Heteroatom Bond Formation via C-S Bond Cleavage". supporting information. p. 7303 - 7306. Retrieved 2019/10/02.