(S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid

Base Information

• Chemical Name: (S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid
• CAS No.: 1388204-64-5
• Molecular Formula: C₁₂H₁₁NO₄S₂
• Molecular Weight: 297.356

Synonyms:(S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid

Chemical Property of (S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid

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Technology Process of (S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid

There total 2 articles about (S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic 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:

C10H11NO3S2*2H3N + sodium monochloroacetic acid (3926-62-3) → (S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (1388204-64-5)

Guidance literature:

C₁₀H₁₁NO₃S₂*2H₃N; sodium monochloroacetic acid; at 5 - 10 ℃; for 1h;

With hydrogenchloride; trichlorophosphate; In water; at 60 - 70 ℃; for 3h;

DOI:10.1080/00397911.2011.576322

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (1388204-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonia / water / 12.5 h / 0 - 5 °C

2.1: 1 h / 5 - 10 °C

2.2: 3 h / 60 - 70 °C

With ammonia; In water;

DOI:10.1080/00397911.2011.576322

Reference yield: 60.0%

ω-(4-formylphenoxy)-4-chloroacetophenone (901414-37-7) + (S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (1388204-64-5) → (S,Z)-2-(5-(4-(2-(4-chlorophenyl)-2-oxoethoxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-(4-hydroxyphenyl)propanoic acid (1393891-30-9)

Guidance literature:

With piperidine; acetic acid; In ethanol; for 4h; Reflux;

DOI:10.1016/j.ejmech.2012.05.023

upstream raw materials:

sodium monochloroacetic acid

L-tyrosine

Downstream raw materials:

(-)-2-{5-[1-[4-(2-{4-[3-[(-)-1-carboxy-2-(4-hydroxyphenyl)ethyl]thiazolidin-⁽⁵⁾-ylidenemethyl]phenoxy}ethoxy)phenyl]-meth-(Z)-ylidene]thiazolidin-3-yl}-3-(4-hydroxyphenyl)propionic acid

(S,Z)-2-(5-(4-(2-(4-chlorophenyl)-2-oxoethoxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-(4-hydroxyphenyl)propanoic acid

(S,Z)-3-(4-hydroxyphenyl)-2-(4-oxo-5-(4-(2-oxo-2-(p-tolyl)ethoxy)benzylidene)-2-thioxothiazolidin-3-yl)propanoic acid

(S,Z)-2-(5-(4-(2-(2-chlorophenyl)-2-oxoethoxy)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-(4-hydroxyphenyl)propanoic acid

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