tert-Butyl (4-hydroxy-2-nitrophenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (4-hydroxy-2-nitrophenyl)carbamate
• CAS No.: 201811-20-3
• Molecular Formula: C11H14N2O5
• Molecular Weight: 254.243
• DSSTox Substance ID: DTXSID701165553
• Mol file: 201811-20-3.mol

Synonyms:tert-Butyl (4-hydroxy-2-nitrophenyl)carbamate;201811-20-3;tert-butyl 4-hydroxy-2-nitrophenylcarbamate;tert-butyl N-(4-hydroxy-2-nitrophenyl)carbamate;SCHEMBL8469198;DTXSID701165553;BIA81120;MFCD21170216;AKOS014476346;Carbamic acid, (4-hydroxy-2-nitrophenyl)-, 1,1-dimethylethyl ester (9CI);DS-9373;s11874;FT-0742078;tert-Butyl(4-hydroxy-2-nitrophenyl)carbamate;EN300-3173585;A926104;Carbamic acid, (4-hydroxy-2-nitrophenyl)-, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl (4-hydroxy-2-nitrophenyl)carbamate

Chemical Property:

• PSA: 104.38000
• LogP: 3.24360
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 254.09027155
• Heavy Atom Count: 18
• Complexity: 320

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(4-hydroxy-2-nitrophenyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl (4-hydroxy-2-nitrophenyl)carbamate

There total 4 articles about tert-Butyl (4-hydroxy-2-nitrophenyl)carbamate 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: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-hydroxy-2-nitroaniline (610-81-1) → tert-butyl N-(4-hydroxy-2-nitrophenyl)carbamate (201811-20-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 25 ℃; for 2h;

Reference yield:

N-(t-butoxycarbonyl)-2-nitro-4-(dimethyl-t-butylsiloxy)aniline (219519-20-7) → tert-butyl N-(4-hydroxy-2-nitrophenyl)carbamate (201811-20-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/j.bmcl.2011.01.132

Reference yield:

4-hydroxy-2-nitroaniline (610-81-1) → tert-butyl N-(4-hydroxy-2-nitrophenyl)carbamate (201811-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 20 °C

2.2: 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.01.132

upstream raw materials:

N-(t-butoxycarbonyl)-2-nitro-4-(dimethyl-t-butylsiloxy)aniline

4-hydroxy-2-nitroaniline

4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline

di-tert-butyl dicarbonate

Downstream raw materials:

C₁₄H₁₈N₂O₇