2-(4'-hydroxyphenyl)butane-1,4-dioic acid

Base Information

• Chemical Name: 2-(4'-hydroxyphenyl)butane-1,4-dioic acid
• CAS No.: 23053-35-2
• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.186
• Mol file: 23053-35-2.mol

Synonyms:2-(4'-hydroxyphenyl)butane-1,4-dioic acid

Chemical Property of 2-(4'-hydroxyphenyl)butane-1,4-dioic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4'-hydroxyphenyl)butane-1,4-dioic acid

There total 12 articles about 2-(4'-hydroxyphenyl)butane-1,4-dioic acid 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:

ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate (6935-44-0,42205-38-9) + potassium cyanide (151-50-8) → 2-(4'-hydroxyphenyl)butane-1,4-dioic acid (23053-35-2)

Guidance literature:

ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate; potassium cyanide; In ethanol; water; at 20 ℃;

With hydrogenchloride; Heating;

Reference yield:

(E)-2-(4-Methoxy-phenyl)-but-2-enedioic acid dimethyl ester → 2-(4'-hydroxyphenyl)butane-1,4-dioic acid (23053-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂; Pd(OH)2 / methanol

2: HBr / Heating

With palladium dihydroxide; hydrogen bromide; hydrogen; In methanol;

DOI:10.1016/j.bmcl.2005.12.060

Reference yield:

para-iodoanisole (696-62-8) → 2-(4'-hydroxyphenyl)butane-1,4-dioic acid (23053-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: PdCl₂; NEt₃ / acetonitrile

2: H₂; Pd(OH)2 / methanol

3: HBr / Heating

With palladium dihydroxide; hydrogen bromide; hydrogen; triethylamine; palladium dichloride; In methanol; acetonitrile; 1: Heck reaction;

DOI:10.1016/j.bmcl.2005.12.060

upstream raw materials:

ethanol

2-(4-hydroxybenzylidene)malonic acid diethyl ester

potassium cyanide

2-(4-methoxyphenyl)succinic acid

Downstream raw materials:

(4-hydroxy-phenyl)-succinic acid dimethyl ester

1-pentyl-3-[4'-(tetrahydropyran-2-yloxy)phenyl]-3-propynylpyrrolidine-2,5-dione

1-pentyl-3-[4'-(tetrahydropyran-2-yloxy)phenyl]pyrrolidine-2,5-dione

1-pentyl-3-(4'-pentoxyphenyl)pyrrolidine-2,5-dione

Refernces

• 1、 Young, Wendy B.,Mordenti, Joyce,Torkelson, Steven,Shrader, William D.,Kolesnikov, Aleksandr,Rai, Roopa,Liu, Liang,Hu, Huiyong,Leahy, Ellen M.,Green, Michael J.,Sprengeler, Paul A.,Katz, Bradley A.,Yu, Christine,Janc, James W.,Elrod, Kyle C.,Marzec, Ulla M.,Hanson, Stephen R.. "Factor VIIa inhibitors: Chemical optimization, preclinical pharmacokinetics, pharmacodynamics, and efficacy in an arterial baboon thrombosis model". . p. 2037 - 2041. Retrieved 2007/10/03.
• 2、 Saeed,Khodarahmi,Fradgley,Smith,Nicholls,King,Ahmadi. "Non-steroidal irreversible inhibitors of aromatase based on N-pentyl-3-phenylpyrrolidine-2,5-dione". . p. 265 - 277. Retrieved 2007/10/03.