O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate

Base Information

• Chemical Name: O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate
• CAS No.: 1621069-61-1
• Molecular Formula: C₂₇H₂₅BrNO₈P
• Molecular Weight: 602.375
• Mol file: 1621069-61-1.mol

Synonyms:O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate

Chemical Property of O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate

There total 5 articles about O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate 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: 88.12%

2-((1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)oxy)acetic acid (72328-69-9) + [Amino-(4-bromo-phenyl)-methyl]-phosphonic acid diethyl ester (189180-13-0) → O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate (1621069-61-1)

Guidance literature:

2-((1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)oxy)acetic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dimethyl sulfoxide; at 0 ℃; for 0.25h;

[Amino-(4-bromo-phenyl)-methyl]-phosphonic acid diethyl ester; In dimethyl sulfoxide; at 0 - 20 ℃; for 5h;

DOI:10.1016/j.ejmech.2014.02.067

Reference yield:

1,2-dihydroxy-9,10-anthracenedione (72-48-0,84754-86-9) → O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate (1621069-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 20 °C / Reflux

2.1: sodium hydroxide; water / 10 h / 70 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dimethyl sulfoxide / 0.25 h / 0 °C

3.2: 5 h / 0 - 20 °C

With water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In dimethyl sulfoxide; acetone;

DOI:10.1016/j.ejmech.2014.02.067

Reference yield:

ethyl 2-(9,10-dihydro-1-hydroxy-9,10-dioxoanthracen-2-yloxy)acetonoate → O,O′-diethyl (4-bromophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate (1621069-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; water / 10 h / 70 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dimethyl sulfoxide / 0.25 h / 0 °C

2.2: 5 h / 0 - 20 °C

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In dimethyl sulfoxide;

DOI:10.1016/j.ejmech.2014.02.067

upstream raw materials:

1,2-dihydroxy-9,10-anthracenedione

2-((1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)oxy)acetic acid

[Amino-(4-bromo-phenyl)-methyl]-phosphonic acid diethyl ester

phthalic anhydride