(S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid

Base Information

• Chemical Name: (S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid
• CAS No.: 801240-93-7
• Molecular Formula: C₁₃H₁₂N₂O₃S
• Molecular Weight: 276.316
• Mol file: 801240-93-7.mol

Synonyms:(S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid

Chemical Property of (S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid

There total 3 articles about (S)-3-(4-thiazolyl)-2-benzoylaminopropanoic 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: 40.0%

(Z)-3-(4-thiazolyl)-2-benzoylaminoprop-2-enoic acid (801240-92-6) → (S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid (801240-93-7) + (R)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid

Guidance literature:

With hydrogen; Ru₂Cl₄((S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl)2*NEt₃; In methanol; at 20 ℃; for 140h; under 37503 Torr;

DOI:10.3987/COM-04-10178

Reference yield:

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) → (S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid (801240-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / sodium acetate / acetic anhydride / 0.33 h / 100 °C

2: 85 percent / 0.3 percent NaOH / 0.75 h / 100 °C

3: H₂ / Ru₂Cl₄[(R)-(+)-p-tolyl-BINAP]2Et₃N / methanol / 140 h / 20 °C / 37503 Torr

With sodium hydroxide; hydrogen; sodium acetate; Ru₂Cl₄((R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl)2*NEt₃; In methanol; acetic anhydride;

DOI:10.3987/COM-04-10178

Reference yield:

2-Phenyl-4-[1-thiazol-4-yl-meth-(Z)-ylidene]-4H-oxazol-5-one → (S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid (801240-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 0.3 percent NaOH / 0.75 h / 100 °C

2: H₂ / Ru₂Cl₄[(R)-(+)-p-tolyl-BINAP]2Et₃N / methanol / 140 h / 20 °C / 37503 Torr

With sodium hydroxide; hydrogen; Ru₂Cl₄((R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl)2*NEt₃; In methanol;

DOI:10.3987/COM-04-10178

upstream raw materials:

(Z)-3-(4-thiazolyl)-2-benzoylaminoprop-2-enoic acid

Hippuric Acid

Downstream raw materials:

(2S)-2-amino-3-(thiazol-4-yl)propanoic acid

(S)-3-(4-thiazolyl)-2-tert-butoxycarbonylaminopropanoic acid

Refernces