Dimethyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate

Base Information

• Chemical Name: Dimethyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate
• CAS No.: 488713-18-4
• Molecular Formula: C13H13BrO6
• Molecular Weight: 345.147
• DSSTox Substance ID: DTXSID00467073
• Mol file: 488713-18-4.mol

Synonyms:488713-18-4;Dimethyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate;Dimethyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)butanedioate;Dimethyl2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate;SCHEMBL6391660;DTXSID00467073;IAYUJVDECYBTLL-UHFFFAOYSA-N;2-(3-bromo-5-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester

Chemical Property of Dimethyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate

Chemical Property:

• PSA: 89.90000
• LogP: 1.78690
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 343.98955
• Heavy Atom Count: 20
• Complexity: 372

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Dimethyl2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(C1=CC(=C(C(=C1)Br)O)C=O)C(=O)OC

Technology Process of Dimethyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate

There total 9 articles about Dimethyl 2-(3-bromo-5-formyl-4-hydroxyphenyl)succinate 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: 99.0%

2-(3-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester (488713-20-8) → 2-(3-bromo-5-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester (488713-18-4)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide;

Reference yield: 87.0%

→ 2-(3-bromo-5-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester (488713-18-4) + (E)-2-(4-methoxy-phenyl)-but-2-enedioic acid dimethyl ester (488713-19-5)

Guidance literature:

Reference yield:

(E)-2-(4-Hydroxy-phenyl)-but-2-enedioic acid dimethyl ester → 2-(3-bromo-5-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester (488713-18-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd(OH)2/C / methanol / 2585.74 Torr

2: MgCl₂; TEA / acetonitrile / 4 h / Heating

3: N-bromosuccinimide / dimethylformamide / 0 °C

With N-Bromosuccinimide; TEA; hydrogen; magnesium chloride; palladium dihydroxide; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2005.12.040

upstream raw materials:

2-(3-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester

para-iodoanisole

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

2-(4-methoxy-phenyl)-succinic acid dimethyl ester

Downstream raw materials:

2-[3-bromo-5-formyl-4-(2-methoxy-ethoxymethoxy)-phenyl]-succinic acid dimethyl ester

2-[3-formyl-4-(2-methoxy-ethoxymethoxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-phenyl]-succinic acid dimethyl ester

2-[5'-cyano-5-formyl-6,2'-bis-(2-methoxy-ethoxymethoxy)-biphenyl-3-yl]-succinic acid dimethyl ester

2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-3'-cyano-6-hydroxy-biphenyl-3-yl]-succinic acid