3-PHENYL-2-[(THIOPHENE-2-CARBONYL)-AMINO]-PROPIONIC ACID

Base Information

• Chemical Name: 3-PHENYL-2-[(THIOPHENE-2-CARBONYL)-AMINO]-PROPIONIC ACID
• CAS No.: 381214-41-1
• Molecular Formula: C₁₄H₁₃NO₃S
• Molecular Weight: 275.328
• Mol file: 381214-41-1.mol

Synonyms:3-PHENYL-2-[(THIOPHENE-2-CARBONYL)-AMINO]-PROPIONIC ACID

Chemical Property of 3-PHENYL-2-[(THIOPHENE-2-CARBONYL)-AMINO]-PROPIONIC ACID

Chemical Property:

• PSA: 94.64000
• LogP: 2.56470

Purity/Quality:

97% ^*data from raw suppliers

3-Phenyl-2-(thiophene-2-carboxamido)propanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-PHENYL-2-[(THIOPHENE-2-CARBONYL)-AMINO]-PROPIONIC ACID

There total 9 articles about 3-PHENYL-2-[(THIOPHENE-2-CARBONYL)-AMINO]-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: 95.0%

C16H17NO3S → (thiophene-2-carbonyl)-L-phenylalanine (381214-41-1)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; for 2h;

DOI:10.1039/c5cc01334h

Reference yield: 88.0%

2-Iodothiophene (3437-95-4,149762-92-5) + Phe-Wang resin + diphenylmethylsilanecarboxylic acid (18414-58-9) → (thiophene-2-carbonyl)-L-phenylalanine (381214-41-1)

Guidance literature:

2-Iodothiophene; Phe-Wang resin; diphenylmethylsilanecarboxylic acid; With potassium fluoride; C₃₉H₃₂OP₂*C₁₃H₁₂N^(1-)*Pd⁽²⁺⁾*CH₃O₃S^(1-); triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h; wang polystyrene resin Sealed tube; Inert atmosphere;

With triethylsilane; trifluoroacetic acid; In water; at 20 ℃; for 2h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01068

Reference yield:

2-Thiophenecarbonyl chloride (5271-67-0) + ?Tyr (556-02-5,556-03-6,34537-57-0,55520-40-6,96946-98-4,60-18-4,18875-48-4,25619-78-7,30704-25-7) → 3-phenyl-2-(thiophene-2-carboxamido)propanoic acid (381214-41-1)

Guidance literature:

With potassium carbonate; In acetonitrile;

upstream raw materials:

2-Thiophenecarbonyl chloride

2-Iodothiophene

diphenylmethylsilanecarboxylic acid

2-thiophenylcarboxylic acid

Refernces

• 1、 Tagad, Harichandra D.,Debnath, Subrata,Clausse, Victor,Saha, Mrinmoy,Mazur, Sharlyn J.,Appella, Ettore,Appella, Daniel H.. "Chemical Features Important for Activity in a Class of Inhibitors Targeting the Wip1 Flap Subdomain". . p. 894 - 901. Retrieved 2018.
• 2、 Skogh, Anna,Friis, Stig D.,Skrydstrup, Troels,Sandstr?m, Anja. "Palladium-Catalyzed Aminocarbonylation in Solid-Phase Peptide Synthesis: A Method for Capping, Cyclization, and Isotope Labeling". supporting information. p. 2873 - 2876. Retrieved 2017/06/07.