Tert-butyl 2-nitrophenylcarbamate

Base Information

• Chemical Name: Tert-butyl 2-nitrophenylcarbamate
• CAS No.: 54614-93-6
• Molecular Formula: C11H14N2O4
• Molecular Weight: 238.243
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30396544
• Nikkaji Number: J1.483.186J
• Mol file: 54614-93-6.mol

Synonyms:54614-93-6;tert-butyl 2-nitrophenylcarbamate;tert-Butyl (2-nitrophenyl)carbamate;tert-butyl N-(2-nitrophenyl)carbamate;N-t-butoxycarbonyl-2-nitroaniline;tert-Butyl(2-nitrophenyl)carbamate;(2-nitro-phenyl)-carbamic acid tert-butyl ester;SCHEMBL1733957;t-butyl(2-nitrophenyl)carbamate;tert-butyl-2-nitrophenylcarbamate;Carbamic acid, (2-nitrophenyl)-, 1,1-dimethylethyl ester;DTXSID30396544;JTJFEWDXNKYBOE-UHFFFAOYSA-N;AKOS005107610;MS-1775;N-(tert-Butoxycarbonyl)-2-nitroaniline;CS-0273191;FT-0721340;EN300-131867;(2-nitro-phenyl)-carbamic acid tert.-butyl ester;A849977;N-(2-nitrophenyl)-carbamic acid tert-butyl ester;SR-01000308454;J-524453;SR-01000308454-1

Chemical Property of Tert-butyl 2-nitrophenylcarbamate

Chemical Property:

• PSA: 84.15000
• LogP: 3.53800
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 238.09535693
• Heavy Atom Count: 17
• Complexity: 293

Purity/Quality:

98%min ^*data from raw suppliers

TERT-BUTYL 2-NITROPHENYLCARBAMATE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=CC=C1[N+](=O)[O-]

Technology Process of Tert-butyl 2-nitrophenylcarbamate

There total 16 articles about Tert-butyl 2-nitrophenylcarbamate 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%

di-tert-butyl dicarbonate (24424-99-5) + 2-nitro-aniline (88-74-4) → (2-nitro-phenyl)-carbamic acid tert-butyl ester (54614-93-6)

Guidance literature:

2-nitro-aniline; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.6b00709

Reference yield: 99.0%

2-nitrophenyl isocyanate (3320-86-3) + tert-butyl alcohol (75-65-0) → (2-nitro-phenyl)-carbamic acid tert-butyl ester (54614-93-6)

Guidance literature:

In Petroleum ether; Heating;

DOI:10.1055/s-2007-984884

Reference yield: 87.0%

C12H14N2O6 → (2-nitro-phenyl)-carbamic acid tert-butyl ester (54614-93-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In chlorobenzene; at 85 ℃; for 1h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.6b02724

upstream raw materials:

2-nitrophenyl isocyanate

tert-butyl alcohol

ortho-nitrobenzoic acid

di-tert-butyl dicarbonate

Refernces

• 1、 Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.. "Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions". supporting information. p. 2528 - 2543. Retrieved 2021/07/02.
• 2、 Mehndiratta, Samir,Lin, Mei-Hsiang,Wu, Yi-Wen,Chen, Chun-Han,Wu, Tung-Yun,Chuang, Kuo-Hsiang,Chao, Min-Wu,Chen, Yi-Ying,Pan, Shiow-Lin,Chen, Mei-Chuan,Liou, Jing-Ping. "N-alkyl-hydroxybenzoyl anilide hydroxamates as dual inhibitors of HDAC and HSP90, downregulating IFN-γ induced PD-L1 expression". . . Retrieved 2019/10/28.