(2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: (2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester
• CAS No.: 1038778-91-4
• Molecular Formula: C₁₂H₁₆INO₂
• Molecular Weight: 333.169
• Mol file: 1038778-91-4.mol

Synonyms:(2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester

Chemical Property of (2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester

There total 1 articles about (2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester 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: 88.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-iodo-5-methylaniline (13194-69-9) → (2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester (1038778-91-4)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2008.03.025

Reference yield: 100.0%

(2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester (1038778-91-4) + trimethylsilylacetylene (1066-54-2) → {5-methyl-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester (1038778-99-2)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2008.03.025

Reference yield:

(2-iodo-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester (1038778-91-4) → (2-ethynyl-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester (1038779-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2: potassium carbonate; methanol / 1 h / 20 °C / Inert atmosphere

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.orglett.6b00390

upstream raw materials:

di-tert-butyl dicarbonate

2-iodo-5-methylaniline

Downstream raw materials:

{5-methyl-2-[(trimethylsilyl)ethynyl]phenyl}carbamic acid 1,1-dimethylethyl ester

(2-ethynyl-5-methylphenyl)carbamic acid 1,1-dimethylethyl ester