156358-27-9

Upstream product

• 73058-30-7 (2S)-2-benzylazacyclopropane 
• 4551-15-9 phenylthiotrimethylsilane 
• 108-98-5 thiophenol 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 153782-96-8 (S)-N-t-butoxycarbonyl-2-phenylmethyl aziridine 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 3182-95-4 L-Phenylalaninol 
• 109687-70-9 tert-butyl (S)-(1-phenyl-3-(phenylthio)propan-2-yl)carbamate 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 

Downstream Products

• 871680-05-6 tert-butyl (S)-3-methyl-1-oxo-1-((S)-1-phenyl-3-(phenylthio)propan-2-ylamino)butan-2-ylcarbamate 

Relevant academic research and scientific papers

A Simple Synthesis of β-Amino Sulfides

Thiols reacted with 2-oxazolidinones in the presence of alkoxides to give β-amino sulfides in high yields. The method was applied to the synthesis of 5,6-dihydro-1,4-thiazin-3(2H)-ones.

Pd(II)-Catalyzed Enantioselective γ-C(sp3)-H Functionalizations of Free Cyclopropylmethylamines

Prized for their ability to reliably forge stereocenters with precise regiocontrol from simple and abundant starting materials, substrate-directable enantioselective reactions are widely used in modern organic synthesis. As such, enantioselective C(sp3)-H

Sulfur, selenium and tellurium containing amines act as effective carbonic anhydrase activators

A new series of β-aminochalcogenides were designed and synthesized to identify new carbonic anhydrase activator (CAA) agents as novel tools for the management of several neurodegenerative and metabolic disorders which represent a clinical challenge withou

Mild and selective silicon-mediated access to enantioenriched 1,2-mercaptoamines and β-amino arylchalcogenides

Metal-free ring opening reactions of activated and unactivated aziridines with different silyl chalcogenides are described. Judicious tuning of the reaction conditions enables the synthesis of chiral enantioenriched N-Ts and N-Boc 1,2-mercaptoamines in good yields from the corresponding aziridines and bis(trimethylsilyl)sulfide. N-Protected and N-H unactivated aziridines are efficiently converted into the corresponding β-arylchalcogeno amines upon treatment with suitable arylchalcogenosilanes. The silicon-mediated ring opening reactions proceed with excellent regioselectivity and stereospecificity, allowing to access a wide array of synthetically and biologically valuable enantioenriched chalcogenoamines.

Straightforward synthesis of non-natural selenium containing amino acid derivatives and peptides

A series of non-natural selenium-containing amino acid derivatives and peptides have been synthesized, in a flexible and modular strategy. The peptide coupling reaction between N-protected amino acids and chiral ss-seleno amines afforded the desired products in high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Chiral lithium amido sulfide ligands for asymmetric addition reactions of alkyllithium reagents to aldehydes

Six chiral amino sulfides have been synthesised from the amino acids phenylalanine, phenylglycine and valine. These amino sulfides were used as chiral ligands in the asymmetric addition of n-butyllithium and metyllithium to various aldehydes at low temperatures. The highest stereoselectivities were obtained with benzaldehyde, resulting in 1-phenyl-1-pentanol and 1-phenyl-1-ethanol in enantiomeric excesses of >98.5 and 95%, respectively. These stereoselectivities were significantly higher than those induced by the ether analogues.