2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester
• CAS No.: 179738-04-6
• Molecular Formula: C₂₆H₂₂O₆
• Molecular Weight: 430.457
• Mol file: 179738-04-6.mol

Synonyms:2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester

Chemical Property of 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester

There total 6 articles about 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl 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: 51.0%

benzyl bromide (100-39-0) + methyl (9,10-dihydro-1,8-dimethoxy-9,10-dioxo-2-anthracene)acetate (179738-01-3) → 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester (179738-04-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; Ambient temperature;

DOI:10.1002/ardp.19963290507

Reference yield:

1-hydroxy-8-methoxyanthraquinone (5539-66-2) → 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester (179738-04-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) satd. NaHCO₃, Na₂S₂O₄, 2) air / 1) H₂O, 90 deg C, 2 h, 2) H₂O, r.t., 15 min

2: 73 percent / 96percent H₂SO₄ / Heating

3: 64 percent / K₂CO₃ / acetone / 6 h / Heating

4: 51 percent / NaH / dimethylsulfoxide / Ambient temperature

With sodium dithionite; air; sulfuric acid; sodium hydride; sodium hydrogencarbonate; potassium carbonate; In dimethyl sulfoxide; acetone;

DOI:10.1002/ardp.19963290507

Reference yield:

1,8-dimethoxy-9,10-anthracenedione (6407-55-2) → 2-(1,8-Dimethoxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl)-3-phenyl-propionic acid methyl ester (179738-04-6)

Guidance literature:

Multi-step reaction with 5 steps

1: BF₃*Et₂O / toluene / 12 h / Heating

2: 1) satd. NaHCO₃, Na₂S₂O₄, 2) air / 1) H₂O, 90 deg C, 2 h, 2) H₂O, r.t., 15 min

3: 73 percent / 96percent H₂SO₄ / Heating

4: 64 percent / K₂CO₃ / acetone / 6 h / Heating

5: 51 percent / NaH / dimethylsulfoxide / Ambient temperature

With sodium dithionite; air; sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; In dimethyl sulfoxide; acetone; toluene;

DOI:10.1002/ardp.19963290507

upstream raw materials:

benzyl bromide

methyl (9,10-dihydro-1,8-dimethoxy-9,10-dioxo-2-anthracene)acetate

1-hydroxy-8-methoxyanthraquinone

1,8-dimethoxy-9,10-anthracenedione

Downstream raw materials:

(+/-)-2-(9,10-dihydro-1,8-dihydroxy-9-oxo-2-anthracene)-3-phenylpropionic acid