(-)-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

Base Information

• Chemical Name: (-)-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
• CAS No.: 1388205-54-6
• Molecular Formula: C₄₀H₃₂N₂O₁₀S₄
• Molecular Weight: 828.965

Synonyms:

Chemical Property of (-)-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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (-)-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

There total 3 articles about (-)-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 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: 65.0%

(S)-3-(4-hydroxyphenyl)-2-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (1388204-64-5) + 1,2-bis(4-formylphenoxy)ethane (34074-28-7) → (-)-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 (1388205-54-6)

Guidance literature:

With 1-methyl-piperazine; ammonium acetate; In toluene; stereoselective reaction; Molecular sieve;

DOI:10.1080/00397911.2011.576322

Reference yield:

C10H11NO3S2*2H3N → (-)-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 (1388205-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1 h / 5 - 10 °C

1.2: 3 h / 60 - 70 °C

2.1: 1-methyl-piperazine; ammonium acetate / toluene / Molecular sieve

With 1-methyl-piperazine; ammonium acetate; In toluene; 2.1: Knoevenagel condensation;

DOI:10.1080/00397911.2011.576322

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (-)-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 (1388205-54-6)

Guidance literature:

Multi-step reaction with 3 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

3.1: 1-methyl-piperazine; ammonium acetate / toluene / Molecular sieve

With 1-methyl-piperazine; ammonium acetate; ammonia; In water; toluene; 3.1: Knoevenagel condensation;

DOI:10.1080/00397911.2011.576322

upstream raw materials:

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

1,2-bis(4-formylphenoxy)ethane

L-tyrosine

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