97272-96-3

Upstream product

• 98996-79-3 (+/-)-2-formylamino-2-phenyl-ethanesulfonic acid 
• 2039-44-3 sodium 2-phenylethylenesulfonate 
• 1498-99-3 styrenesulfide 
• 103-49-1 dibenzylamine 
• 29675-62-5 2-Amino-2-phenylthioethanol 
• 4496-92-8 benzoylmethanesulfonic acid 
• 4091-26-3 β-styrenesulfonyl chloride 
• 58692-61-8 (2-Bromo-1-phenyl-ethyl)-phosphoramidic acid diethyl ester 
• 100-42-5 styrene 
• 31913-88-9 2-(acetylamino)-2-phenylethanesulfonic acid 
• 69981-35-7 (+/-)-2-bromo-1-phenyl-ethylamine 
• 138622-55-6 Barium; 2-oxo-2-phenyl-ethanesulfonate 

Downstream Products

• 97273-02-4 3-phenyl-1,2-thiazetidine 1,1-dioxide 

Relevant academic research and scientific papers

Synthesis of α-aliphatic and β-aromatic substituted taurines via regioselective ring opening of thiiranes with ammonia

Thiiranes are important starting materials for the synthesis of substituted taurines. The regioselectivity of ring-opening reactions of thiiranes with ammonia in the presence of silver nitrate was investigated. The results of the ring-opening reaction and subsequent peroxy acid oxidation indicate that alkyl-substituted thiiranes give rise to 1-monoalkyl- and 1,1-dialkyltaurines, whereas aryl-substituted thiiranes produce 2-aryl-, 2-alkyl-2-aryl-, and 2,2-diaryltaurines. This shows that alkyl-substituted thiiranes were attacked on their less-substituted ring carbon atoms, while aryl-substituted thiiranes were attacked on their more substituted ring carbon atoms. The current method is an effective and atom-economic route for the synthesis of mono- and disubstituted α-alkyl-and β-aryl-substituted taurines. Georg Thieme Verlag Stuttgart.

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.

Amino-sulfonation of alkenes in a three-component reaction

2-Aminoalkanesulfonic acids have been synthesized by a three-component alkene/SO3·-DMF/acetonitrile reaction, followed by hydrolysis. Trifluoromethanesulfonic acid was added to the amino-sulfonation mixture to accelerate the reaction and prevent the competitive formation of by-products. The reported two-step procedure provided a concise and versatile approach to new analogues of the natural amino acid taurine. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Potential GABAB receptor antagonists. IX: The synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid, 2-amino-2-(4-chlorophenyl)ethylphosphonic acid and 2-amino-2-(4-chlorophenyl)ethanesulfonic acid

This paper describes the synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid and the corresponding phosphonic and sulfonic acids, lower homologues of baclofen, phaclofen and saclofen respectively. The chlorinated acids were all weak specific antagonists of GABA at the GABAB receptor, with the sulfonic acid (pA2 4·0) being stronger than the phosphonic acid (pA2 3·8) and carboxylic acid (pA2 3·5).

Synthesis and Structure of 2,3-Disubstituted 1,2-Thiazetidine 1,1-Dioxides

2-Alkylamino-2-phenylethanesulfonic acids 3 are prepared from sodium 2-phenylethenesulfonate (2).Compounds 3 are chlorinated and cyclized to yield the title compounds 5.Their structures are characterized by IR and NMR spectroscopy and compared to those of analogous β-lactams.An X-ray analysis of the β-sultam 5d establishes the proposed structure.