104830-35-5

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 70-55-3 toluene-4-sulfonamide 
• 623-91-6 diethyl Fumarate 
• 64-17-5 ethanol 
• 190773-33-2 p-CH₃C₆H₄SO₂NHCH(CH₂COOH)COOH 
• 13552-87-9 L-aspartic acid diethyl ester 
• 4816-82-4 N-[(4-methylphenyl)-sulfonyl]-L-aspartic acid 
• 104830-33-3 C₁₅H₂₀N₂O₇S 
• 43101-48-0 DL-aspartic acid diethyl ester 

Relevant academic research and scientific papers

Ligand-Enabled Copper-Catalyzed N-Alkynylation of Sulfonamide with Alkynyl Benziodoxolone: Synthesis of Amino Acid-Derived Ynamide

Ynamides are versatile building blocks in organic synthesis. However, the synthesis of amino acid-derived ynamides is difficult but in high demand. Herein, we disclose the copper-catalyzed Csp-N coupling of sulfonamide, including amino acid and peptide derivatives, to give ynamides by using alkynyl benziodoxolones with broad functional group tolerance under mild reaction conditions. The electron-rich bipyridine as a ligand and ethanol as solvent were used for the success of this reaction. The usefulness of the obtained amino acid-derived ynamide as building block was showcased by further derivatization to unique amino acid derivatives. A control experiment to elucidate the mechanistic insight was also described.

Synthesis method of 3-aminopyrrolidine hydrochloride

The invention discloses a synthetic method of 3-aminopyrrolidine hydrochloride. The synthetic method comprises the following steps: S1, preparing a compound I; s2, preparing a compound II; s3, preparing a compound III; s4, preparing a compound IV; s5: obtainment of a target product. According to the synthetic method of the 3aminopyrrolidine hydrochloride, the used raw materials are cheap and easyto obtain, the yield is relatively high, and the preparation cost is reduced. The method is simple in reaction process, mild in reaction condition and easy to operate.

Ultrasound-promoted solvent-free aza-Michael addition of p-toluenesulfonamide to fumaric esters by potassium carbonate: Synthesis of p-toluenesulfonamide derivatives

An efficient, mild, inexpensive and eco-friendly protocol for the synthesis of p-toluenesulfonamide derivatives by aza-Michael addition reaction of p-toluenesulfonamide to fumaric esters using potassium carbonate under ultrasound irradiation was developed

Direct catalytic asymmetric Mannich reactions of malonates and β-keto esters

The first catalytic asymmetric direct Mannich reaction of malonates and β-keto esters has been developed. Malonates react with an activated N-tosyl-α-imino ester catalyzed by chiral tert-butyl-bisoxazoline/Cu(OTf)2 to give the Mannich adducts in high yields and with up to 96% ee. These reactions create a chiral quaternary carbon center and it is demonstrated that this new direct Mannich reactions provides for example a new synthetic procedure for the formation of optically active β-carboxylic ester α-amino acid derivatives. A series of different β-keto esters with various ester substituents has been screened as substrates for the catalytic asymmetric direct Mannich reaction and it was found that the best results in terms of yield, diastereo- and enantioselectivity were obtained when tert-butyl esters of β-keto esters were used as the substrate. The reaction of different β-keto tert-butyl esters with the N-tosyl-α-imi-no ester gave the Mannich adducts in high yields, diastereo- and enantioselectivities (up to 95% ee) in the presence of chiral tert-butyl-bisoxazoline/Cu(OTf)2 as the catalyst. To expand the synthetic utility of this direct Mannich reaction a diastereoselective decarboxylation reaction was developed for the Mannich adducts leading to a new synthetic approach to attractive optically active β-keto α-amino acid derivatives. Based on the stereochemical outcome of the reactions, various approaches of the N-tosyl-α-imino ester to the chiral bisoxazoline/CuII-substrate intermediate are discussed.

REGIOSELECTIVE TRANSFORMATION OF UNSYMMETRICAL BIS(N-NITROSOSULFONAMIDES) LEADING TO OPTICALLY ACTIVE CYCLIC IMINO ACID DERIVATIVES FROM L-LYSINE AND L-ORNITHINE

Chiral cyclic imino acid derivatives were prepared from unsymmetrical bis(N-nitrososulfonamides) of diaminocarboxylic acids, L-lysine and L-ornithine, in good yields through kinetically controlled regioselective N-nitrososulfonamide-sulfonate rearrangement.