111524-98-2

Upstream product

• 2935-35-5 (S)-2-phenylglycine 
• 98-59-9 p-toluenesulfonyl chloride 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 1002115-88-9 N-[cyano(phenyl)methyl]-4-methylbenzenesulfonamide 
• 887113-22-6 (S)-2-phenyl-2-(tosylamino)acetaldehyde 
• 98-86-2 acetophenone 
• 611-73-4 Benzoylformic acid 
• 62977-82-6 benzyl oxo(phenyl)acetate 
• 875-74-1 (R)-phenylglycine 
• 32462-30-9 (S)-hydroxyphenylglycine 
• 176298-46-7 2-hydroxy-3-(4-methyl benzenesulfonylamino)-3-phenyl-propionic acid methyl ester 
• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 103-26-4 Methyl cinnamate 
• 127-65-1 chloroamine-T 

Downstream Products

• 111047-54-2 (S)-methyl 2-((4-methylphenyl)sulfonamido)-2-phenylacetate 
• 53120-14-2 N,4-dimethyl-N-(1-phenylvinyl)benzene sulfonamide 
• 1324004-40-1 (S)-methyl 2-(N,4-dimethylphenylsulfonamido)-2-phenyl acetate 
• 1438047-98-3 C₂₃H₂₄N₂O₃S 
• 1019853-28-1 (S)-N-methoxy-N-methyl-2-(4-methylphenylsulfonamido)-2-phenylacetamide 
• 138695-78-0 7-<(N-tosyl-α-phenylglycyl)amino>-4-chloro-3-methoxyisocoumarin 
• 862891-37-0 (S)-ethyl 2-(2-phenyl-1-tosylazetidin-3-ylidene)acetate 

Relevant academic research and scientific papers

Pd(OAc)2-Catalyzed Asymmetric Hydrogenation of α-Iminoesters

An efficient Pd(OAc)2-catalyzed asymmetric hydrogenation of α-iminoesters was realized for the first time at 1 atm hydrogen pressure and room temperature. Pd(OAc)2, a less expensive Pd salt with low toxicity, was found to be the most suitable catalyst precursor rather than Pd(TFA)2 which is usually the catalyst of choice for homogeneous asymmetric hydrogenation. The chiral α-arylglycine fragments are widely found in many chiral products and bioactive molecules.

Iodine-Catalyzed Synthesis of Chiral 4-Imidazolidinones Using α-Amino Acid Derivatives via Dehydrogenative N-H/C(sp3)-H Coupling

An efficient method for the asymmetric synthesis of 4-imidazolidinones via an iodine-catalyzed intramolecular N-H/C(sp3)-H activation of readily available and abundant feedstocks, amino acids, and amines is described. The reaction proceeded under visible light irradiation to afford a variety of 4-imidazolidinone derivatives under mild conditions in moderate to excellent yields. Secondary and tertiary C(sp3)-H bonds were aminated, and various functional groups were tolerated.

Development of Piperazinediones as dual inhibitor for treatment of Alzheimer's disease

Novel multifunctional 3,6-Diphenyl-1,4-bis(phenylsulfonyl)piperazine-2,5-dione derivatives were designed and synthesized for the treatment of Alzheimer's disease (AD). The designed scaffold has blood brain barrier penetrating ability, acetylcholinesterase (AChE) and matrix metalloproteinase-2 (MMP-2) inhibition potential. Compounds 52 and 46 showed very significant inhibition against AChE, IC50 = 32.45 ± 0.044, 28.65 ± 0.029, BuChE, IC50 = 157.95 ± 0.264, 160.58 ± 0.082 and MMP-2, IC50 = 36.83 ± 0.015, 19.57 ± 0.005 (nM). In the enzyme kinetics study, lead molecule 46 showed non-competitive inhibition of AChE with Ki = 7 nM and competitive inhibition of MMP-2 with Ki = 20 nM. Compounds 52 and 46 inhibited AChE-induced Aβ aggregation at 20 μM. The compounds also exhibited in-vitro antioxidant potential in DPPH assay. Further, compound 46 was found to be a promising neuroprotective agent in MC65 cells. Lead molecule 46 significantly enhanced working memory in scopolamine induced amnesia animal model at dose of 5 mg/kg dose. The mitochondrial membrane potential was restored in animals when treated with compounds 52 and 46.

Synthetically amenable amide derivatives of tosylated-amino acids as organocatalysts for enantioselective allylation of aldehydes: Computational rationale for enantioselectivity

A phenylalanine derived chiral amide is developed that serves as an effective organocatalyst for the reaction of allyltrichlorosilane with aryl, hetero-aryl and α,β-unsaturated aldehydes to afford the desired homoallylic alcohols in good yield (up to 90%)

Copper(II) triflate-catalyzed intramolecular hydroamination of homoallylic amino alcohols as an expedient route to trans-2,5-dihydro-1H-pyrroles and 1,2-dihydroquinolines

A new efficient synthetic route to trans-2,5-dihydro-1H-pyrroles and 1,2-dihydroquinolines that relies on copper(II) triflate-catalyzed intramolecular hydroamination of homoallylic amino alcohols under mild and operationally straightforward conditions is

Asymmetric synthesis of N-tosyl amino acids from N-sulfinyl α-amino-1,3-dithioketals

Hydrolysis of diastereomerically pure N-sulfinyl α-amino-1,3- dithianes with 1,3-dibromo-5,5-dimethylhydantoin gives N-tosyl α-amino aldehydes which when subjected to a Pinnick-type oxidation gave N-tosyl α-amino acids without epimerization.

Asymmetric activation of tropos 2,2′-biphenol with cinchonine generates an effective catalyst for the asymmetric strecker reaction of n-tosyl-protected aldimines and ketoimines

(Chemical Equation Presented) Tropo' bello! Asymmetric activation of tropos biphenol 1 and Ti(OiPr)4 with cinchonine 2 generates a remarkably effective catalyst in situ for the asymmetric Strecker reaction of N-tosyl (Ts) imines under mild cond

Allylation of aldehydes and imines: Promoted by reuseable polymer-supported sulfonamide of N-glycine

A allylation of aldehydes and imines (generated in situ from aldehydes and amines) with allyltributyltin promoted by recoverable and reusable the polymer-supported sulfonamide of N-glycine has been developed. Good to high yields were obtained in various cases. Most of the SnBu3 residue can be recovered as Bu3SnCl. Highly stereoselective synthesis of N-Boc-(2S,3S)-3-hydroxy-2-phenylpiperidine 7 was achieved by using the P4a-mediated allylation of Boc-L-phenylglycinal as a key step.

Chiral phosphine Lewis bases catalyzed asymmetric aza-Baylis-Hillman reaction of N-sulfonated imines with activated olefins

In the aza-Baylis-Hillman reaction of N-sulfonated imines (N-arylmethylidene-4-methylbenzenesulfonamides and others) with methyl vinyl ketone, ethyl vinyl ketone, and acrolein, we found that, in the presence of a catalytic amount of chiral phosphine Lewis

Enantioselective addition of diethylzinc to aldehydes catalyzed by titanium(IV) complexes of N-sulfonylated amino alcohols with two stereogenic centers

Bidentate N-sulfonylated amino alcohols with one or two stereogenic centers were prepared and applied as chiral ligands in the titanium(IV)-catalyzed asymmetric addition of diethylzinc to aldehydes, affording excellent enantioselectivities of up to 98% e.e.