149703-21-9

Upstream product

• 63-91-2 L-phenylalanine 
• 158109-81-0 cis-(2S,3S)-(+)-N-(p-toluenesulfonyl)-2-carbomethoxy-3-phenylaziridine 
• 98-59-9 p-toluenesulfonyl chloride 
• 17234-07-0 ester methylique de la N,O-ditosyl L-serine 
• 93380-04-2 ester methylique de la N-tosyl β-iodo L-alanine 
• 591-51-5 phenyllithium 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 70-55-3 toluene-4-sulfonamide 
• 104-15-4 toluene-4-sulfonic acid 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 67-56-1 methanol 
• 13505-32-3 N-tosyl-(S)-phenylalanine 
• 129397-81-5 methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate 

Downstream Products

• 269399-24-8 N-(1-benzyl-2-hydroxy-2-vinyl-but-3-enyl)-4-methyl-benzenesulfonamide 
• 82495-70-3 (2S)-2-p-toluenesulfonamido-3-phenylpropanol 
• 797034-77-6 dimethyl (S)-3-[(p-toluenesulfonyl)amino]-2-oxo-4-phenylbutylphosphonate 
• 60847-18-9 (S)-N-(1-benzyl-2-hydroxyethyl)hexadecanamide 
• 143260-53-1 (S)-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide 
• 412909-00-3 (S)-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]hexadecanamide 
• 412908-99-7 (S)-N-hexadecanoyl-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide 
• 269399-28-2 N-allyl-N-(2-allyloxy-1-benzyl-2-vinyl-but-3-enyl)-4-methyl-benzenesulfonamide 
• 198056-67-6 (2S)-2-[N-(2-cyclopropylideneethyl)-N-tosylamino]-3-phenylpropanal 
• 256451-55-5 (2S)-2-[N-(2-cyclopropylideneethyl)-N-tosylamino]-3-phenylpropanol 
• 198056-72-3 (3'aR,6'S,6'aR)-6'-benzyl-1'-methyl-5'-tosylspiro[cyclopropane-1,3'-hexahydro-4H-pyrrolo[3,4-c]isoxazole] 
• 198056-70-1 (3'aS,6'S,6'aS)-6'-benzyl-1'-methyl-5'-tosylspiro[cyclopropane-1,3'-hexahydro-4H-pyrrolo[3,4-c]isoxazole] 
• 1023645-02-4 C₁₆H₁₉N₃O₃S 
• 932725-13-8 (S)-2-[(2-benzyloxy-benzyl)-(toluene-4-sulfonyl)-amino]-3-phenyl-propionic acid methyl ester 

Relevant academic research and scientific papers

Aqueous MW eco-friendly protocol for amino group protection

In this paper a new catalyst-free and on-water method for protection of amines and amino acids with di-tert-butyl dicarbonate, 9-fluorenylmethoxycarbonyl chloride, acetyl chloride and tosyl chloride is presented. The protection can be realized in a few minutes under microwave-assistance. The reaction proved to be chemoselective in presence of ambident nucleophiles and water solution of di-tert-butyl carboxylic acid or chloride acid are the only wastes produced.

A facile synthesis of amides from 9-fluorenylmethyl carbamates and acid derivatives

A mild and convenient one-pot procedure for the synthesis of amides from 9-fluorenylmethyl carbamates and acids using potassium fluoride, triethylamine and various coupling reagents in DMF at room temperature is described. The scope of this procedure was also tested in the coupling of a variety of 9-fluorenylmethyloxycarbonyl-protected amines with active moieties such as anhydrides, acyl imidazolides, activated esters, tosyl chlorides, and acyl halides.

Transition Metal-Free N-Arylation of Amino Acid Esters with Diaryliodonium Salts

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsymmetric diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

Direct Intramolecular Aminoboration of Allenes

Direct intramolecular aminoboration of sulfonamidoallenes was realized using BCl3 as a boron source. The reactions benefited from the interaction between BCl3 and sulfonamides and provided a variety of borylvinyl heterocycles in good isolated yields. When chiral substrates were involved in the reactions, high stereoselectivity was observed, as can be ascertained by single-crystal X-ray diffraction experiments. Derivatization of the thus-obtained borylvinyl compounds proceeded readily, and different functionalities could be obtained via oxidation, halogenation, and Suzuki coupling reactions.

Synthesis, Characterization, and Reactivity of an Ethynyl Benziodoxolone (EBX)-Acetonitrile Complex

The synthesis of a crystalline ethynyl-1,2-benziodoxol-3(1H)-one (EBX)-acetonitrile complex is described. EBX has been widely used as an active species for a variety of reactions; however, its high instability has so far prevented its isolation. The EBX-acetonitrile is self-assembled into a double-layered honeycomb structure through weak hypervalent iodine secondary interactions and hydrogen bonding. The N-ethynylation of a variety of sulfonamides using the EBX-acetonitrile complex as a substrate under mild conditions is also described.

Enantioselective vinylation of aldehydes with the vinyl Grignard reagent catalyzed by magnesium complex of chiral BINOLs

Enantioselective vinylation of aldehydes via direct catalytic asymmetric Grignard reaction of aldehdyes and the vinyl Grinard reagent is a long-standing challenge. This work demonstrated that the magnesium (S)-3,3′-dimethyl BINOLate enantioselectively catalyze the direct vinylation of aldehydes with the deactivated vinylmagnesium bromide by bis(2-[N,N′-dimethylamino]ethyl) ether (BDMAEE) in the addition of n-butylmagnesium chloride. The highest ee of 63% was achieved up to date.

Preparation method of polysubstituted pyrrole compound

The invention discloses a preparation method of a polysubstituted pyrrole compound. The preparation method comprises steps as follows: an alkyne enamine compound is subjected to a cyclization reactionunder the catalytic action of univalent gold, a product

General Strategy for Stereoselective Synthesis of β- N-Glycosyl Sulfonamides via Palladium-Catalyzed Glycosylation

A highly efficient and mild glycosylation reaction between 3,4-O-carbonate glycal and N-tosyl functionalized aliphatic and aromatic amines via palladium-catalyzed decarboxylative allylation is disclosed. A wide range of highly functionalized 2,3-unsaturat

Synthesis of Optically Active 2,3-Disubstituted Indoline -Derivatives through Cycloaddition Reactions between Benzynes and α,β-Unsaturated γ-Aminobutyronitriles

We report a method for synthesizing optically active 2,3-disubstituted indolines by the cycloaddition reaction of benzynes with various 4-[(4-toluenesulfonyl)amino]-(E)-but-2-enenitriles, which are readily prepared from the corresponding l -amino acid der

An eco-friendly tandem tosylation/Ferrier N-glycosylation of amines catalyzed by Er(OTf)3 in 2-MeTHF

Er(OTf)3 in 2-MeTHF provides a new and eco-friendly process for Ferrier glycosylation of sulfonamides and amino acids with various N-nucleophiles. The stereoselective synthesis of 2,3-unsaturated-N-pseudoglycals was carried out with 3,4,6-tri-O-acetyl-D-glucal and different nucleophiles affording good results in a short time.