177845-96-4

Basic information

• Product Name: methyl 4-(4'-bromophenyl)-4,4-dimethoxycarbonylbutanoate
• CAS NO: 177845-96-4
• Molecular Weight: 373.2
• Mol File: 177845-96-4.mol

Chemical Properties

• CAS DataBase Reference: methyl 4-(4'-bromophenyl)-4,4-dimethoxycarbonylbutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-(4'-bromophenyl)-4,4-dimethoxycarbonylbutanoate(177845-96-4)
• EPA Substance Registry System: methyl 4-(4'-bromophenyl)-4,4-dimethoxycarbonylbutanoate(177845-96-4)

Safety Data

• Hazardous Substances Data: 177845-96-4(Hazardous Substances Data)

Upstream product

• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 37859-24-8 2-(4-bromophenyl)acetyl chloride 
• 292638-85-8 acrylic acid methyl ester 
• 149506-35-4 2-(4-bromophenyl)-malonic acid dimethyl ester 

Downstream Products

• 177845-97-5 4-(4'-bromophenyl)-4-hydroxycarbonylbutanoic acid 

Relevant articles and documents

Synthesis of the 3H-labelled 5-HT3 antagonist (RS-25259-197) at high specific activity

The preparation of the title compound, a selective 5-HT3 antagonist with anti-emetic properties, is described. The key intermediate involved is 6-bromo-1,2-dihydronaphthoid acid (5), which was synthesized from 4-bromophenylacetic acid by Micheal addition, acid-induced ring cyclization, reduction and dehydration. Compound (5) was selected because it has two labelling sites to ensure high specific activity of the final product. Reduction of amide 6 with carrier-free tritium gas, followed by reduction of the amide functional group with BF3-OEt2 and intramolecular cyclization furnished the title compound having a specific activity of 70.4 Ci/mmol and >99% purity.