5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE

Base Information

• Chemical Name: 5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE
• CAS No.: 1133819-87-0
• Molecular Formula: C₁₉H₁₇NO₅S
• Molecular Weight: 371.414
• Mol file: 1133819-87-0.mol

Synonyms:5-[[4-[2-(3-methoxyphenyl)-2-oxoethoxy]phenyl]methyl]-2,4-thiazolidinedione

Chemical Property of 5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE

Chemical Property:

• Melting Point: >176°C (dec.)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

98% ^*data from raw suppliers

MSDC0602 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: MSDC 0602, an analogue of?thiazolidinediones, exhibits low affinity for binding and activation of peroxisome proliferator-activated receptor γ (PPARγ). Thiazolidinediones are effective insulin-sensitizing drugs for treating various metabolic and inflammatory diseases.

Technology Process of 5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE

There total 13 articles about 5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE 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: 83.0%

5-({4-[2-(hydroxyimino)-2-(3-methoxyphenyl)ethoxy]phenyl}methyl)-2,4-thiazolidinedione (1359826-34-8) → 5-[[4-[2-(3-methoxyphenyl)-2-oxoethoxy]phenyl]methyl]-2,4-thiazolidinedione (1133819-87-0)

Guidance literature:

5-({4-[2-(hydroxyimino)-2-(3-methoxyphenyl)ethoxy]phenyl}methyl)-2,4-thiazolidinedione; With hydrogenchloride; water; In tetrahydrofuran; for 12h; Reflux;

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; pH=Ca. 5;

DOI:10.1016/j.tetlet.2019.07.022

Reference yield: 77.0%

5-[[4-[2-(3-methoxyphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione (1133820-10-6) → 5-[[4-[2-(3-methoxyphenyl)-2-oxoethoxy]phenyl]methyl]-2,4-thiazolidinedione (1133819-87-0)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; for 5h; Reflux;

DOI:10.1016/j.bmc.2018.10.033

Reference yield:

2-bromo-3'-methoxyacetophenone (5000-65-7) + 5-(4-hydroxybenzyl)-2,4-thiazolidinedione (74772-78-4) → 5-[[4-[2-(3-methoxyphenyl)-2-oxoethoxy]phenyl]methyl]-2,4-thiazolidinedione (1133819-87-0)

Guidance literature:

5-(4-hydroxybenzyl)-2,4-thiazolidinedione; With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 1h;

2-bromo-3'-methoxyacetophenone; In dimethyl sulfoxide; for 2h;

upstream raw materials:

5-[[4-[2-(3-methoxyphenyl)-2-hydroxyethoxy]phenyl]methyl]-2,4-thiazolidinedione

2-bromo-3'-methoxyacetophenone

5-(4-hydroxybenzyl)-2,4-thiazolidinedione

5-[(4-hydroxyphenyl)methylene]-2,4-thiazolidinedione

Downstream raw materials:

5-[[4-[(2R)-2-hydroxy-2-(3-methoxyphenyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione

5-[[4-[(2S)-2-hydroxy-2-(3-methoxyphenyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione

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