tert-Butyl (5-methoxy-2-nitrophenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (5-methoxy-2-nitrophenyl)carbamate
• CAS No.: 185428-55-1
• Molecular Formula: C12H16N2O5
• Molecular Weight: 268.269
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID30436712
• Wikidata: Q82252000
• Mol file: 185428-55-1.mol

Synonyms:185428-55-1;tert-Butyl (5-methoxy-2-nitrophenyl)carbamate;TERT-BUTYL N-(5-METHOXY-2-NITROPHENYL)CARBAMATE;2-(Boc-amino)-4-methoxy-1-nitrobenzene;tert-butyl 5-methoxy-2-nitrophenylcarbamate;MFCD28043790;N-t-Butoxycarbonyl-5-methoxy-2-nitroaniline;SCHEMBL1130860;(5-Methoxy-2-nitro-phenyl)-carbamic acid tert-butyl ester;DTXSID30436712;IGYXAKCOMRSREX-UHFFFAOYSA-N;AC-29628;DS-18734;SY039117;t-Butyl (5-methoxy-2-nitrophenyl)carbamate;CS-0154441;tert-Butyl(5-methoxy-2-nitrophenyl)carbamate;tert-Butyl (5-methoxy 2-nitrophenyl)carbamate;N-tert-Butoxycarbonyl-5-methoxy-2-nitroaniline;O12096;EN300-7424662;A908239;N-(5-Methoxy-2-nitrophenyl)carbamic Acid t-butyl Ester

Chemical Property of tert-Butyl (5-methoxy-2-nitrophenyl)carbamate

Chemical Property:

• Boiling Point: 353.1±32.0 °C(Predicted)
• PKA: 12.11±0.70(Predicted)
• PSA: 96.87000
• Density: 1.251±0.06 g/cm3(Predicted)
• LogP: 3.48720
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 268.10592162
• Heavy Atom Count: 19
• Complexity: 334

Purity/Quality:

97% ^*data from raw suppliers

2-(Boc-amino)-4-methoxy-1-nitrobenzene ^*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=CC(=C1)OC)[N+](=O)[O-]

Technology Process of tert-Butyl (5-methoxy-2-nitrophenyl)carbamate

There total 6 articles about tert-Butyl (5-methoxy-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: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-methoxy-2-nitroaniline (16133-49-6) → (5-methoxy-2-nitro-phenyl)-carbamic acid tert-butyl ester (185428-55-1)

Guidance literature:

5-methoxy-2-nitroaniline; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.16667h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 75.0%

N-(5-methoxy-2-nitrophenyl)-N-t-butoxycarbonylcarbamic acid t-butyl ester (314271-23-3) → (5-methoxy-2-nitro-phenyl)-carbamic acid tert-butyl ester (185428-55-1)

Guidance literature:

With sodium methylate; In methanol; toluene;

Reference yield:

tert-butyl 3-methoxyphenylcarbamate (60144-52-7) → tert-butyl (3-methoxy-4-nitrophenyl)carbamate (877671-39-1) + tert-butyl N-(2-nitro-3-methoxyphenyl)carbamate (158461-29-1) + (5-methoxy-2-nitro-phenyl)-carbamic acid tert-butyl ester (185428-55-1)

Guidance literature:

With tetra-O-acetyl riboflavin; oxygen; sodium nitrite; In water; acetonitrile; at 25 ℃; Overall yield = 90 %; Irradiation;

DOI:10.1021/acs.joc.7b03260

upstream raw materials:

5-methoxy-2-nitro-benzoic acid

tert-butyl alcohol

N-(5-methoxy-2-nitrophenyl)-N-t-butoxycarbonylcarbamic acid t-butyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

N-(5-methoxy-2-nitrophenyl)-N-methylcarbamic acid t-butyl ester

5-methoxy-2-nitroaniline

(2-amino-5-methoxyphenyl)carbamate tert-butyl ester