153496-49-2

Upstream product

• 110199-18-3 (4R)-4-phenyl-1,3-thiazolidine-2-thione 
• 74-88-4 methyl iodide 
• 172988-03-3 (R)-methyl N-(2-hydroxy-1-phenylethyl)-N-methyl-dithiocarbamate 

Downstream Products

• 153496-54-9 (R)-N-methyl phenylglycinethiol 
• 153496-50-5 Methyl-[(R)-2-((R)-2-methylamino-2-phenyl-ethyldisulfanyl)-1-phenyl-ethyl]-amine 

Relevant academic research and scientific papers

Heterocyclizations of N-Boc derivatives of β-amino alcohols and thio analogs: an unusual case of the Thorpe-Ingold effect

Enantiopure oxazolidin-2-ones were synthesized from chiral N-Boc β-aminoalcohols which underwent a cyclization upon treatment with tosyl chloride.This reaction was strongly accelerated in the case of carbamates derived from N-methylated amines.A similar heterocyclization was observed with dithiocarbamates, ie sulfur analogs of carbamates.The rate enhancement due to the nitrogen substitution was studied by AM1 calculations. - Keywords: carbamate; dithiocarbamate; oxazolidinone; thiazolidinone; AM1 calculations

Compared Reactivity of a β-Aminothiol and a β-Aminoalcohol towards Phenylglyoxal

In agreement with a previous theoretical statement, (R)-N-methyl phenylglycinol and (R)-N-methyl phenylglycinethiol react with phenylglyoxal to give respectively six and five-membered heterocycles.