O2-tert-butyl O5-methyl benzothiophene-2,5-dicarboxylate

Base Information

• Chemical Name: O2-tert-butyl O5-methyl benzothiophene-2,5-dicarboxylate
• CAS No.: 850073-97-1
• Molecular Formula: C₁₅H₁₆O₄S
• Molecular Weight: 292.356
• Mol file: 850073-97-1.mol

Synonyms:

Chemical Property of O2-tert-butyl O5-methyl benzothiophene-2,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 1.24E-06mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O2-tert-butyl O5-methyl benzothiophene-2,5-dicarboxylate

There total 4 articles about O2-tert-butyl O5-methyl benzothiophene-2,5-dicarboxylate 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:

tert-Butyl chloroacetate (107-59-5) + methyl 3-formyl-4-nitrobenzoate (148625-35-8) → benzo[b]thiophene-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester (850073-97-1)

Guidance literature:

tert-Butyl chloroacetate; With sodium hydrogensulfide; In dichloromethane;

methyl 3-formyl-4-nitrobenzoate; With potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; Further stages.;

DOI:10.1016/j.bmcl.2007.05.091

Reference yield:

methyl 3-formyl-4-nitrobenzoate (148625-35-8) → benzo[b]thiophene-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester (850073-97-1)

Guidance literature:

tert-Butyl chloroacetate; With sodium sulfide; acetic acid; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;

methyl 3-formyl-4-nitrobenzoate; With potassium carbonate; In N,N-dimethyl-formamide; at 55 ℃; for 22h;

Reference yield:

methyl 3-(2-dimethylaminoethenyl)-4-nitrobenzoate (143484-14-4) → benzo[b]thiophene-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester (850073-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium periodate; water / tetrahydrofuran / 3 h / 20 °C

2.1: sodium sulfide; acetic acid / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

2.2: 22 h / 55 °C

With sodium sulfide; sodium periodate; water; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

tert-Butyl chloroacetate

methyl 3-formyl-4-nitrobenzoate

methyl 3-(2-dimethylaminoethenyl)-4-nitrobenzoate

methyl 3-methyl-4-nitrobenzoate

Downstream raw materials:

benzo[b]thiophene-2,5-dicarboxylic acid 5-methyl ester

2-trityloxycarbamoyl-benzo[b]thiophene-5-carboxylic acid methyl ester

2-trityloxycarbamoyl-benzo[b]thiophene-5-carboxylic acid