(R)-3-AMINO-3-(2-THIENYL)-PROPIONIC ACID

Base Information

• Chemical Name: (R)-3-AMINO-3-(2-THIENYL)-PROPIONIC ACID
• CAS No.: 73495-10-0
• Molecular Formula: C7H9NO2S
• Molecular Weight: 171.22
• Mol file: 73495-10-0.mol

Synonyms:(R)-3-Amino-3-(2-thienyl)propanoic acid;3-amino-3-(thiophen-2-yl)propanoic acid;2-Thiophenepropanoic acid, β-amino-;3-amino-3-(2-thienyl)propanoic acid;

Chemical Property of (R)-3-AMINO-3-(2-THIENYL)-PROPIONIC ACID

Chemical Property:

• Vapor Pressure: 8.12E-05mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 327.6 °C at 760 mmHg
• PKA: 3.33±0.12(Predicted)
• Flash Point: 151.9 °C
• PSA: 91.56000
• Density: 1.345 g/cm³
• LogP: 1.92290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99.3% ^*data from raw suppliers

(R)-3-Amino-3-(thiophen-2-yl)propanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-3-AMINO-3-(2-THIENYL)-PROPIONIC ACID

There total 4 articles about (R)-3-AMINO-3-(2-THIENYL)-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:

3-amino-3-(thiophen-2-yl)propanoic acid (18389-46-3,3270-89-1) → 3-(2-thienyl)-2-propenoic acid (1124-65-8,15690-25-2,51019-83-1) + (R)-3-Amino-3-thiophen-2-yl-propionic acid (73495-10-0,3270-89-1) + L-3-(2-thienyl)alanine (22951-96-8,139-86-6)

Guidance literature:

With phenylalanine 2,3-aminomutase from Pantoea agglomerans; ammonium carbonate; at 20 ℃; for 20h; pH=8; enantioselective reaction; Enzymatic reaction;

DOI:10.1039/c6ra02964g

Reference yield:

rac-3-(2-thienyl)alanine (2021-58-1,139-86-6) → (R)-3-Amino-3-thiophen-2-yl-propionic acid (73495-10-0,3270-89-1)

Guidance literature:

With alanine racemase (accession number AE₀₁₅₄₅₁ range 4,245,041-4,246,270), cloned from the genome of Pseudomonas putida (KT₂₄₄₀); Taxus phenylalanine aminomutase enzyme; In water; glycerol; at 31 ℃; for 20h; pH=8; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1021/jo9009563

Reference yield:

rac-3-(2-thienyl)alanine (2021-58-1,139-86-6) → (R)-3-Amino-3-thiophen-2-yl-propionic acid (73495-10-0,3270-89-1) + D-2-amino-3-thiophen-2-yl-propionic acid (62561-76-6,139-86-6)

Guidance literature:

With Taxus phenylalanine aminomutase enzyme; In water; glycerol; at 31 ℃; for 20h; pH=8; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1021/jo9009563

upstream raw materials:

L-3-(2-thienyl)alanine

rac-3-(2-thienyl)alanine

3-amino-3-(thiophen-2-yl)propanoic acid

Downstream raw materials:

(R)-3-(2,4-Dinitro-phenylamino)-3-thiophen-2-yl-propionic acid

Refernces

• 1、 Cox, Brad M.,Bilsborrow, Joshua B.,Walker, Kevin D.. "Enhanced conversion of racemic α-arylalanines to (R)-β- arylalanines by coupled racemase/aminomutase catalysis". experimental part. p. 6953 - 6959. Retrieved 2009/12/25.