Tazofelone

Base Information

• Chemical Name: Tazofelone
• CAS No.: 136433-51-7
• Molecular Formula: C₁₈H₂₇NO₂S
• Molecular Weight: 321.484
• Mol file: 136433-51-7.mol

Synonyms:

Chemical Property of Tazofelone

Chemical Property:

• Vapor Pressure: 4.07E-09mmHg at 25°C

Purity/Quality:

98%min ^*data from raw suppliers

TAZOFELONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Suppressant (inflammatory bowel disease).

Technology Process of Tazofelone

There total 6 articles about Tazofelone 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:

5-{[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-methyl}-2-thioxo-4-thiazolidinone (107902-68-1) → (+)-5-<<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>methyl>-4-thiazolidinone (107902-67-0,136433-32-4,136433-33-5,136433-51-7) + (-)-5-<<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>methyl>-4-thiazolidinone (107902-67-0,136433-32-4,136433-33-5,136433-51-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 120 ℃; for 20h; under 25857.4 Torr; Title compound not separated from byproducts;

DOI:10.1021/jo00040a065

Reference yield:

5-{[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-methyl}-2-thioxo-4-thiazolidinone (107902-68-1) → (+)-5-<<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>methyl>-4-thiazolidinone (107902-67-0,136433-32-4,136433-33-5,136433-51-7) + (-)-5-<<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>methyl>-4-thiazolidinone (107902-67-0,136433-32-4,136433-33-5,136433-51-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 120 ℃; for 20h; under 25857.4 Torr; Title compound not separated from byproducts;

DOI:10.1021/jo00040a065

Reference yield:

(Z)-5-(3,5-di-tert-butyl-4-hydroxyphenylmethylene)-4-oxo-2-thiazolidinethione (137506-94-6) → (+)-5-<<3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl>methyl>-4-thiazolidinone (107902-67-0,136433-32-4,136433-33-5,136433-51-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / diethyl 2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate, activated silica gel / toluene / 22 h / 80 °C

2: H₂ / 5 percent Pd/C / ethanol / 20 h / 120 °C / 25857.4 Torr

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; hydrogen; silica gel; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1021/jo00040a065

upstream raw materials:

5-{[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-methyl}-2-thioxo-4-thiazolidinone

tazofelone

(Z)-5-(3,5-di-tert-butyl-4-hydroxyphenylmethylene)-4-oxo-2-thiazolidinethione

Refernces

• 1、 Phillips, Michael L.,Berry, Donnis M.,Panetta, Jill A.. "Kinetic Resolution of a Racemic Sulfide by Enantioselective Sulfoxide Formation". . p. 4047 - 4049. Retrieved 2007/10/02.