Tazofelone sulfoxide

Base Information

• Chemical Name: Tazofelone sulfoxide
• CAS No.: 136433-34-6
• Molecular Formula: C₁₈H₂₇NO₃S
• Molecular Weight: 337.483
• Mol file: 136433-34-6.mol

Synonyms:

Chemical Property of Tazofelone sulfoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Tazofelone sulfoxide

There total 6 articles about Tazofelone sulfoxide 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: 55.0%

tazofelone (107902-67-0) → Tazofelone sulfoxide (136433-34-6,138456-00-5,144579-73-7)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; In 2,2,4-trimethylpentane; dichloromethane; water; at -20 ℃; for 6h;

DOI:10.1021/jo00040a065

Reference yield:

(Z)-5-(3,5-di-tert-butyl-4-hydroxyphenylmethylene)-4-oxo-2-thiazolidinethione (137506-94-6) → Tazofelone sulfoxide (136433-34-6,138456-00-5,144579-73-7)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 49.5 percent / H₂ / 5 percent Pd/C / ethanol / 20 h / 120 °C / 25857.4 Torr

3: 55 percent / tert-butyl hydroperoxide, titanium tetraisopropoxide, (+)-diisopropyl tartrate, 4-Angstroem molecular sieves / CH₂Cl₂; H₂O; 2,2,4-trimethyl-pentane / 6 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; hydrogen; silica gel; palladium on activated charcoal; In 2,2,4-trimethylpentane; ethanol; dichloromethane; water; toluene;

DOI:10.1021/jo00040a065

Reference yield:

5-{[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]-methyl}-2-thioxo-4-thiazolidinone (107902-68-1) → Tazofelone sulfoxide (136433-34-6,138456-00-5,144579-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 49.5 percent / H₂ / 5 percent Pd/C / ethanol / 20 h / 120 °C / 25857.4 Torr

2: 55 percent / tert-butyl hydroperoxide, titanium tetraisopropoxide, (+)-diisopropyl tartrate, 4-Angstroem molecular sieves / CH₂Cl₂; H₂O; 2,2,4-trimethyl-pentane / 6 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; hydrogen; palladium on activated charcoal; In 2,2,4-trimethylpentane; ethanol; dichloromethane; water;

DOI:10.1021/jo00040a065

upstream raw materials:

tazofelone

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

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