59724-68-4

Upstream product

• 917-54-4 methyllithium 
• 542-92-7 cyclopenta-1,3-diene 
• 265669-17-8 N-Phenylsulfonyl-α-bromoglycine methyl ester 
• 67-56-1 methanol 
• 29268-18-6 (2S)-2-[(phenylsulfonyl)amino]propanoic acid 
• 10065-72-2 L-Alanine methyl ester 
• 98-09-9 benzenesulfonyl chloride 
• 2491-20-5 L-alanine methyl ester hydrochloride 
• 69398-48-7 N-Phenylsulfonylglycine methyl ester 
• 98-11-3 benzenesulfonic acid 
• 7625-53-8 rac-Ala-OMe 

Downstream Products

• 436843-87-7 methyl (2S)-2-[[(5-bromo-2-phenyl-1,3-oxazol-4-yl)methyl](phenylsulfonyl)amino]propanoate 
• 543725-59-3 N-(1-hydrazinocarbonyl-ethyl)-benzenesulfonamide 
• 436844-20-1 methyl (2S)-2-[[(5-bromo-2-phenyl-1,3-thiazol-4-yl)methyl](phenylsulfonyl)amino]propanoate 
• 436844-30-3 methyl (2S)-2-[{[5-bromo-2-(4-morpholino)-1,3-thiazol-4-yl]methyl}(phenylsulfonyl)amino] propanoate 
• 331731-76-1 (S)-2-(Benzenesulfonyl-prop-2-ynyl-amino)-propionic acid methyl ester 
• 197521-51-0 (S)-2-[Benzenesulfonyl-(2-bromo-benzyl)-amino]-propionic acid methyl ester 
• 6966-12-7 N-benzenesulfonyl-alanine amide 
• 1345685-40-6 N-ethyl-N-phenylsulfonyl-L-alanine methyl ester 
• 1243654-80-9 N-ethyl-N-nosyl-L-alanine methyl ester 
• 1345685-38-2 N-methyl-N-phenylsulfonyl-L-alanine methyl ester 

Relevant academic research and scientific papers

Design, synthesis of new chiral fluorine-containing β-hydroxysulfonamides from natural amino acids and study of their anti-inflammatory and analgesic activities

A series of new chiral fluorine-containing β-hydroxysulfonamides were conveniently synthesized in three steps, starting from natural L-amino acids, and evaluated for their anti-inflammatory and analgesic activities. The structures of these compounds were supported by FT-IR, 1H, 13C and 19F NMR, elemental analysis and HRMS. Among the tested compounds, 4c, 4g and 4h exhibited promising anti-inflammatory activity. Moreover, compound 4h showed a significant analgesic activity. The structure–activity relationships of selected compounds were discussed.

N-alkylation of N-arylsulfonyl-α-amino acid methyl esters by trialkyloxonium tetrafluoroborates

In this work we present the results obtained for the N-alkylation of a series of N-arylsulfonyl-α-amino acid methyl esters bearing different substituents at the 4-position of the sulfonamide aromatic ring. In particular, we compare the reactivity of these

A practical and efficient method for the preparation of sulfonamides utilizing Cl3CCN/PPh3

Cl3CCN in combination with PPh3 proved to be a highly reactive reagent for the conversion of sulfonic acids to the corresponding sulfonyl chlorides in refluxing CH2Cl2. Upon reaction with amines, the corresponding sulfonamides were obtained in good to excellent yields.

Synthesis, characterization and antifungal activities of some benzenesulphonylamino acid derivatives

Condensation of benzenesulphonyl chloride (1) with a series of amino acids afforded benzenesulphonylamino acids (2a-d). Esterification of the derivatives (2a-d) in methanol gave the corresponding benzensulphonylamino acid methylesters (3a-d), which conden

Palladium catalysed tandem cyclisation-anion capture. Part 7: Synthesis of derivatives of α-amino esters, nitrogen heterocycles and β-aryl/heteroaryl ethylamines via in situ generated vinylstannanes

Palladium catalysed in situ hydrostannylation of terminal alkynes containing a β-N atom affords mainly α-vinylstannanes which serve as anion capture agents in palladium catalysed cyclisation-anion capture processes leading to derivatives of α-amino esters, nitrogen heterocycles and β-aryl/heteroaryl ethylamines in good yield.

Asymmetric α-substitution versus aza Diels-Alder reaction of electron deficient N-sulfonyl imines

Several N-arylsulfonylglycine esters have been brominated under photolytic conditions to provide the corresponding α-bromoglycine. These bromo esters can be treated with a range of bases to generate N-sulfonyl imino esters in situ; attempts to isolate the imines in a pure state were universally unsuccessful. Once generated, the imines can be trapped with cyclopcntadiene to provide the corresponding aza Diels-Alder adducts in varying yields, depending upon the base used. In addition, if organometallic bases were employed (alkyllithiums and alkylaluminium reagents), not only were aza Diels-Alder adducts formed, but addition to the imine was also observed. In the case of organoaluminium reagents, imine addition was the major product. This process could be transformed into a stoichiometric asymmetric version, by generating a chiral aluminium reagent in situ to form a trialkyl (or trialkoxy) aluminium reagent, which when reacted with an N-sulfonyl bromoglycinate resulted in 19 to 62% enantiomeric excess of the corresponding substituted glycinate product. The Royal Society of Chemistry 2000.