139192-50-0

Upstream product

• 773-64-8 2-mesitylenesulphonyl chloride 
• 2026-48-4 (S)-valinol 
• 130892-94-3 (S)-3-Methyl-2-(2,4,6-trimethyl-benzenesulfonylamino)-butyric acid 

Downstream Products

• 139192-66-8 (S)-2-[(2S,4S)-4-Isopropyl-3-(2,4,6-trimethyl-benzenesulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-57-7 (R)-2-[(2S,4S)-4-Isopropyl-3-(2,4,6-trimethyl-benzenesulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 148838-43-1 N-((S)-1-Formyl-2-methyl-propyl)-2,4,6-trimethyl-benzenesulfonamide 
• 678166-21-7 (2S,3S)-3-isopropyl-N-(2,4,6-trimethylphenylsulfonyl)-2-(1-methylvinyl)aziridine 
• 221278-58-6 (4S,2E)-O-methoxycarbonyl-2,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-ol 
• 221278-68-8 (4S,2E)-2,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]-O-methylsulfonylhex-2-en-1-ol 
• 221278-69-9 (4S,2E)-2-ethyl-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]-O-methylsulfonylhex-2-en-1-ol 
• 221278-59-7 (4S,2E)-2-ethyl-O-methoxycarbonyl-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-ol 
• 678166-19-3 (4S,2E)-2,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-ol 
• 678166-18-2 methyl (4S,2E)-2,5-dimethyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enoate 
• 678166-31-9 (4S,2E)-2-ethyl-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-en-1-ol 
• 678166-25-1 methyl (4S,2E)-2-ethyl-5-methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-2-enoate 
• 405933-30-4 (5S,3E)-6-methyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hept-3-en-2-one 
• 405933-32-6 (5S,3Z)-3-bromo-6-methyl-5-[N-(2,4,6-trimethylphenylsulfonyl)amino]hept-3-en-2-one 

Relevant academic research and scientific papers

Asymmetric Strecker reaction of N-benzhydrylimines utilising new tropos biphenyldiol-based ligands

The synthesis of a library of N-arenesulfonyl-1,3-oxazolidinyl-substituted biphenyldiols is presented. A set of two central intermediates together with easily accessible N-arenesulfonylamino alcohols furnish a broad variety of 1,3-oxazolidines. These are applied as chiral tropos ligands in a titanium-mediated Strecker-type reaction of N-benzhydrylimines. A correlation between the ee values in the product and the diastereomeric ratio concerning the chiral axis of the ligand is made. Those substituents in the ligand which proved to lead to a higher preference for one diastereomeric conformer of the chiral axis in related compounds now provide the most selective ligands. Two privileged ligands are identified that afford superior results in 8 of 13 screenings. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Efficient synthesis of new chiral 1,2-benzothiazin-3-one 1,1-dioxide derivatives via lateral lithiation of 3-N-mesitylenesulfonyl-1,3-oxazolidin-2-ones

Chiral 3-N-mesitylenesulfonyl-1,3-oxazolidin-2-ones 4a-e derived from (l)- and (d)-amino acids 1a-e undergo lateral lithiation with lithium diisopropylamide and TMEDA in anhydrous THF to provide new optically-active 1,2-benzothiazin-3-one 1,1-dioxide deri

A Thermodynamic Preference of Chiral N-Methanesulfonyl and N-Arenesulfonyl 2,3-cis-3-Alkyl-2-Vinylaziridines over Their 2,3-Trans-Isomers: Useful Palladium(0)-Catalyzed Equilibration Reactions for the Synthesis of (E)-Alkene Dipeptide Isosteres

Palladium(0)-catalyzed reactions of N-methanesulfonyl- or N-(arenesulfonyl)-3-alkyl-2-vinylaziridines reveal that 2,3-cis-isomers are more stable than the corresponding 2,3-trans-isomers in accord with ab initio calculations. A highly stereoselective synthetic route to (E)-alkene dipeptide isosteres having desired stereochemistries from 2,3-cis-3-isobutyl-2-vinylaziridine by the use of organocopper chemistry is also presented.

Diastereoselective synthesis of enantiomerically pure 3-organosulfonyl-2-(2-oxocycloalkyl)-1,3-oxazolidines from 2-formylcycloalkanones and β-aminoalkanols

The title compounds (3-arylsulfonyl- or 3-mesyl-2-(2-oxocycloalkyl)-1,3-oxazolidines) belonging to two different diastereomeric series, are prepared selectively by variation of the condensation conditions. By this, the chiral information of the 2-amino-1-