4430-27-7

Usage

Chemical compound

2-Amino-1-phenylethanesulfonic acid

Also known as

Homotaurine
Structurally similar to taurine
Naturally found in the brain
Studied for potential therapeutic effects on neurodegenerative diseases
Particularly investigated for Alzheimer's disease
Potential neuroprotective and neuroregenerative properties
Promising candidate for new treatments for neurological disorders
Investigated for potential role in managing symptoms of anxiety and depression
Further research needed to fully understand effects and potential applications in medicine

Upstream product

• 1252060-76-6 O-ethyl S-(2-nitro-1-phenylethyl) dithiocarbonate 
• 100-52-7 benzaldehyde 
• 102-96-5 (2-nitroethenyl)benzene 
• 678166-60-4 2-(benzyloxycarbonyl)amino-1-phenylethyl thioacetate 
• 67341-08-6 (+/-)-benzyl 2-hydroxy-2-phenylethylcarbamate 
• 96-09-3 styrene oxide 
• 100-42-5 styrene 
• 1498-99-3 styrenesulfide 
• 103-49-1 dibenzylamine 

Relevant academic research and scientific papers

Facile synthesis of various substituted taurines, especially syn- and anti-1,2-disubstituted taurines, from nitroolefins

Taurine and substituted taurines present a group of important structural elements in many natural products. Various substituted taurines, including 1- and 2-substituted, 1,1-, syn-1,2-, and anti-1,2-disubstituted taurines, were synthesized from the corresponding nitroolefins via Michael addition with thioacetic acid, oxidation with peroxyformic acid, and the catalytic hydrogenation under the catalysis of palladium on carbon or platinum dioxide. It is a general, versatile, and salt-free method for the preparation of substituted taurines, especially for syn- and anti-1,2-disubstituted taurines and some taurines with more bulky substituents. The stereostructures of both syn- and anti-1,2-disubstituted taurines were deduced from the nitroalkyl thioacetates in the Michael addition, which were identified via the Karplus equation analysis and computational analysis, and finally confirmed by the XRD single crystal analysis. The diastereoselectivity in the Michael addition was rationalized with the Cram rule.

Versatile synthesis of α-substituted taurines from nitroolefins

A series of 1-substituted and 1,1-disubstituted taurines were synthesized from nitroolefins via the Michael addition with sodium ethylxanthate, oxidation with performic acid, and reduction with hydrogen in the presence of palladium on carbon powder. The current route is a versatile and salt-free method for synthesis of both aliphatic and aromatic 1-substituted and 1,1-disubstituted taurines. Springer-Verlag 2010.

An expeditious synthesis of 1-substituted and cyclic taurines

A series of 1-substituted taurines, including optically active taurines, were synthesized expeditiously from epoxides via episulfidation with potassium sulfocyanate, ring-opening with dibenzylamine, followed by oxidation with performic acid, and hydrogenolysis in the presence of palladium hydroxide on carbon powder. This method was also used for the synthesis of trans-cyclic taurines. Georg Thieme Verlag Stuttgart.

A General Route to the Synthesis of N-Protected 1-Substituted and 1,2-Disubstituted Taurines

N-Benzyloxycarbonyl protected α-substituted and αβ- disubstituted taurines were synthesized from olefins and epoxides via N-benzyloxycarbonylamino alcohol thioacetates as key intermediates. They are important sulfur analogues of naturally occurring amino acids and building blocks for the synthesis of α-substituted and α,β- disubstituted β-sulfonopeptides.