3-(2-Thienyl)alanine

Base Information

• Chemical Name: 3-(2-Thienyl)alanine
• CAS No.: 2021-58-1
• Molecular Formula: C7H9NO2S
• Molecular Weight: 171.22
• European Community (EC) Number: 217-967-1,205-378-2
• NSC Number: 754
• UNII: 6ZK0RDK1XB
• DSSTox Substance ID: DTXSID10862813
• Nikkaji Number: J59.668J
• Wikipedia: Beta-2-Thienylalanine
• Wikidata: Q4897173
• Mol file: 2021-58-1.mol

Synonyms:2-thienylalanine;2-thienylalanine, (+-)-isomer;2-thienylalanine, (S)-isomer;alpha-aminothiophene propanoic acid

Chemical Property of 3-(2-Thienyl)alanine

Chemical Property:

• Appearance/Colour: Crystalline
• Melting Point: 275-277 °C (dec.)(lit.)
• Boiling Point: 315.924 °C at 760 mmHg
• PKA: 2.15±0.10(Predicted)
• Flash Point: 144.866 °C
• Density: 1.349 g/cm³
• Storage Temp.: Store at RT.
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 171.03539970
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(2-Thienyl)-DL-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Biochemical Research
• Canonical SMILES: C1=CSC(=C1)CC(C(=O)O)N

Technology Process of 3-(2-Thienyl)alanine

There total 18 articles about 3-(2-Thienyl)alanine 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: 83.0%

2-(hydroxyimino)-3-(thiophen-2-yl)propanoic acid → rac-3-(2-thienyl)alanine (2021-58-1,139-86-6)

Guidance literature:

With formic acid; iron; zinc; at 60 - 65 ℃; for 2h;

DOI:10.1248/cpb.52.1137

Reference yield: 75.0%

(rac)-2-formylamino-3-thiophen-2-yl-propionic acid (65627-80-7) → rac-3-(2-thienyl)alanine (2021-58-1,139-86-6)

Guidance literature:

With lithium hydroxide; at 60 ℃; for 2.5h;

DOI:10.1002/chem.200501034

Reference yield: 59.6%

5-(thiophen-2-ylmethyl)imidazolidine-2,4-dione (142238-23-1) → rac-3-(2-thienyl)alanine (2021-58-1,139-86-6)

Guidance literature:

With carbamoyl hydrolase; D-hydantoin hydrolase; sodium hydroxide; In water; at 30 - 32 ℃; pH=8 - 9; pH-value; Temperature; Enzymatic reaction;

upstream raw materials:

5-thiophen-2-ylmethylene-imidazolidine-2,4-dione

2-hydroxyimino-3-[2]thienyl-propionic acid

2-formylamino-2-thiophen-2-yl-methyl-malonic acid diethyl ester

acetylamino-[2]thienylmethyl-malonic acid diethyl ester

Downstream raw materials:

3-(2-thienyl)-D,L-alanine methyl ester hydrochloride

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

D,L-N-acetyl-β-2-thienylalanine

2-(4-Chloro-benzylamino)-3-thiophen-2-yl-propionic acid

Refernces

• 1、 Paizs, Csaba,Katona, Adrian,Retey, Janos. "The interaction of heteroaryl-acrylates and alanines with phenylalanine ammonia-lyase from parsley". . p. 2739 - 2744. Retrieved 2008/02/03.
• 2、 -. "Inhibitors of interleukin-1β converting enzyme". . . Retrieved 2008/06/13.