(S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid

Base Information

• Chemical Name: (S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid
• CAS No.: 1414806-67-9
• Molecular Formula: C₂₆H₂₀BrNO₄S₂
• Molecular Weight: 554.485
• Mol file: 1414806-67-9.mol

Synonyms:(S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid

Chemical Property of (S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid

There total 3 articles about (S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid 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: 56.0%

(S)-2-(4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid (161192-25-2) + 4-((3-bromobenzyl)oxy)benzaldehyde (588676-02-2) → (S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid (1414806-67-9)

Guidance literature:

With piperidine; acetic acid; In ethanol; for 12h; Reflux;

DOI:10.1016/j.ejmech.2012.08.026

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid (1414806-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water

1.2: 3 h / 23 °C

1.3: 24 h / pH 1 / Reflux

2.1: piperidine; acetic acid / ethanol / 12 h / Reflux

With piperidine; acetic acid; sodium hydroxide; In ethanol; water; 2.1: |Knoevenagel Condensation;

DOI:10.1016/j.ejmech.2012.08.026

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 3-bromobenzyl chloride (932-77-4) → (S,E)-2-(5-(4-(3-bromobenzyloxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid (1414806-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 12 h / Reflux

2: piperidine; acetic acid / ethanol / 12 h / Reflux

With piperidine; potassium carbonate; acetic acid; In ethanol; acetone; 2: |Knoevenagel Condensation;

DOI:10.1016/j.ejmech.2012.08.026

upstream raw materials:

(S)-2-(4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid

4-((3-bromobenzyl)oxy)benzaldehyde

L-phenylalanine

4-hydroxy-benzaldehyde