2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate

Base Information

• Chemical Name: 2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate
• CAS No.: 1279712-43-4
• Molecular Formula: C₂₉H₂₅IO₈
• Molecular Weight: 628.417
• Mol file: 1279712-43-4.mol

Synonyms:2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate

Chemical Property of 2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate

There total 11 articles about 2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate 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%

2-tert-butoxycarbonyl-3-methoxy-9,10-anthraquinone-1-carboxylic acid (1279712-37-6) + (2-iodo-3-methoxyphenyl)methanol (162136-06-3) → 2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate (1279712-43-4)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 2.17h;

DOI:10.1002/chem.201003166

Reference yield:

tert-butyl 1-formyl-3-methoxy-9,10-anthraquinone-2-carboxylate (1279712-61-6) → 2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate (1279712-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water / 21 h / 0 - 21 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2.17 h / 0 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; water; 1: Pinnick oxidation;

DOI:10.1002/chem.201003166

Reference yield:

3-hydroxy-1-methyl-9,10-dihydroanthracene-2-carboxylic acid tert-butyl ester (954416-09-2) → 2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3-methoxy-9,10-anthraquinone-1,2-dicarboxylate (1279712-43-4)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / acetone / 3 h / Reflux

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 24 h / Reflux; Irradiation

3: 4-methylmorpholine N-oxide / dimethyl sulfoxide / 16 h / 20 °C

4: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water / 21 h / 0 - 21 °C

5: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2.17 h / 0 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; 2-methyl-but-2-ene; di-isopropyl azodicarboxylate; potassium carbonate; 4-methylmorpholine N-oxide; triphenylphosphine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; water; dimethyl sulfoxide; acetone; 4: Pinnick oxidation;

DOI:10.1002/chem.201003166

upstream raw materials:

tert-butyl 3-(trimethylsilyloxy)-2-(1'-(trimethylsilyloxy)vinyl)but-2-enoate

3-hydroxy-1-methyl-9,10-dihydroanthracene-2-carboxylic acid tert-butyl ester

tert-butyl 3-methoxy-1-methyl-9,10-anthraquinone-2-carboxylate

tert-butyl 1-bromomethyl-3-methoxy-9,10-anthraquinone-2-carboxylate

Downstream raw materials:

2-tert-butyl 1-(2'-iodo-3'-methoxybenzyl) 3,9,10-trimethoxyanthracene-1,2-dicarboxylate