[3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester
• CAS No.: 913172-12-0
• Molecular Formula: C₁₄H₁₈Cl₂INO₃
• Molecular Weight: 446.112

Synonyms:[3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester

Chemical Property of [3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester

There total 2 articles about [3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl 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: 96.0%

2,6-dichloro-4-iodophenol (34074-22-1) + 3-bromopropylamine tert-butylcarbamate (83948-53-2) → [3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester (913172-12-0)

Guidance literature:

With caesium carbonate; sodium iodide; In acetonitrile; at 65 ℃; for 8h;

DOI:10.1021/ol061599w

Reference yield:

p-Iodophenol (540-38-5) → [3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester (913172-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / di-iso-butylamine; SO₂Cl₂ / toluene / 1 h / 70 °C

2: 96 percent / Cs₂CO₃; NaI / acetonitrile / 8 h / 65 °C

With diisobutylamine; sulfuryl dichloride; caesium carbonate; sodium iodide; In toluene; acetonitrile;

DOI:10.1021/ol061599w

Reference yield: 95.0%

[3-(2,6-dichloro-4-iodo-phenoxy)-propyl]-carbamic acid tert-butyl ester (913172-12-0) + trimethylsilylacetylene (1066-54-2) → [3-(2,6-dichloro-4-trimethylsilanylethynyl-phenoxy)-propyl]-carbamic acid tert-butyl ester (913172-17-5)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 20 ℃; for 4h;

DOI:10.1021/ol061599w

upstream raw materials:

2,6-dichloro-4-iodophenol

3-bromopropylamine tert-butylcarbamate

p-Iodophenol

Downstream raw materials:

[3-(2,6-dichloro-4-trimethylsilanylethynyl-phenoxy)-propyl]-carbamic acid tert-butyl ester

[3-(4-bromoethynyl-2,6-dichloro-phenoxy)-propyl]-carbamic acid tert-butyl ester

{3-[2,6-dichloro-4-(2-dimethylamino-ethyl)-phenoxy]-propyl}-carbamic acid tert-butyl ester

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