tert-butyl N-(3,5-dichloro-2-iodophenyl)carbamate

Base Information

• Chemical Name: tert-butyl N-(3,5-dichloro-2-iodophenyl)carbamate
• CAS No.: 144580-03-0
• Molecular Formula: C11H12Cl2INO2
• Molecular Weight: 388.032
• DSSTox Substance ID: DTXSID101158746

Synonyms:144580-03-0;SCHEMBL7416727;DTXSID101158746;Carbamic acid, (3,5-dichloro-2-iodophenyl)-, 1,1-dimethylethyl ester

Chemical Property of tert-butyl N-(3,5-dichloro-2-iodophenyl)carbamate

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 386.92898
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(C(=CC(=C1)Cl)Cl)I

Technology Process of tert-butyl N-(3,5-dichloro-2-iodophenyl)carbamate

There total 2 articles about tert-butyl N-(3,5-dichloro-2-iodophenyl)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:

3,5-Dichloroaniline (626-43-7) → N-(t-butoxycarbonyl)-3,5-dichloro-2-iodoaniline (144580-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / N-iodosuccinimide, AcOH / CH₂Cl₂ / Ambient temperature

2: 2.) K₂CO₃ / 1.) CH₂Cl₂, RT, 2.) EtOH, 50 deg C

With N-iodo-succinimide; potassium carbonate; acetic acid; In dichloromethane;

DOI:10.1021/jm00029a003

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 2-iodo-3,5-dichloroaniline (144580-02-9) → N-(t-butoxycarbonyl)-3,5-dichloro-2-iodoaniline (144580-03-0)

Guidance literature:

With potassium carbonate; Yield given. Multistep reaction; 1.) CH₂Cl₂, RT, 2.) EtOH, 50 deg C;

DOI:10.1021/jm00029a003

Reference yield: 60.0%

Pd(CN)2 Cl2 + N-(t-butoxycarbonyl)-3,5-dichloro-2-iodoaniline (144580-03-0) → N-(t-butoxycarbonyl)-3,5-dichloro-2-(trimethylstannyl)aniline

Guidance literature:

With sodium chloride; hexamethyldistannane; In 1-methyl-pyrrolidin-2-one; diethyl ether; water; mineral oil;

upstream raw materials:

di-tert-butyl dicarbonate

2-iodo-3,5-dichloroaniline

3,5-Dichloroaniline

Downstream raw materials:

(S)-4-[2-(2-Amino-4,6-dichloro-phenyl)-2-oxo-ethyl]-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

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