4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester

Base Information

• Chemical Name: 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester
• CAS No.: 1133784-21-0
• Molecular Formula: C₂₉H₃₀O₆
• Molecular Weight: 474.554
• Mol file: 1133784-21-0.mol

Synonyms:4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester

Chemical Property of 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester

There total 6 articles about 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl 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%

1-(2,4-bis(benzyloxy)-5-isopropylphenyl)ethan-1-one (747414-18-2) + oxalic acid diethyl ester (95-92-1) → 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester (1133784-21-0,747414-19-3)

Guidance literature:

With sodium; at 0 - 80 ℃; for 4.5h; Cooling with ice;

Reference yield:

(((4-(prop-1-en-2-yl)-1,3-phenylene)bis(oxy))bis(methylene))dibenzene (747414-16-0) → 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester (1133784-21-0,747414-19-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; hydrogen / acetic acid; ethanol / 48 h / 20 °C / 7600.51 Torr

2.1: boron trifluoride diethyl etherate

3.1: potassium carbonate / acetonitrile / 20 °C

4.1: sodium ethanolate / ethanol / 20 °C

4.2: 20 °C

With palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; sodium ethanolate; potassium carbonate; In ethanol; acetic acid; acetonitrile; 2.1: |Friedel-Crafts Acylation;

DOI:10.1016/j.bmcl.2015.06.009

Reference yield:

2,4-dihydroxy-1-isopropylbenzene (23504-03-2) → 4-(2,4-bis(benzyloxy)-5-isopropylphenyl)-2-hydroxy-4-oxobut-2-enoic acid ethyl ester (1133784-21-0,747414-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: boron trifluoride diethyl etherate

2.1: potassium carbonate / acetonitrile / 20 °C

3.1: sodium ethanolate / ethanol / 20 °C

3.2: 20 °C

With boron trifluoride diethyl etherate; sodium ethanolate; potassium carbonate; In ethanol; acetonitrile; 1.1: |Friedel-Crafts Acylation;

DOI:10.1016/j.bmcl.2015.06.009

upstream raw materials:

1-(2,4-bis(benzyloxy)-5-isopropylphenyl)ethan-1-one

oxalic acid diethyl ester

2',4'-dihydroxy-4-acetophenone

(((4-(prop-1-en-2-yl)-1,3-phenylene)bis(oxy))bis(methylene))dibenzene

Downstream raw materials:

5-(2,4-bis(benzyloxy)-5-isopropylphenyl)isoxazole-3-carboxylic acid ethylamide