167083-50-3

Upstream product

• 14212-54-5 (+)-(R,R)-β-methylstyrene oxide 
• 40421-51-0 (1R,2R)-1-phenylpropane-1,2-diol 
• 799246-07-4 (4S,5S)-4-methyl-5-phenyl-1,3,2-dioxathiolane-2-oxide 
• 204582-16-1 (4R,5R)-4-methyl-5-phenyl-1,3-dioxolan-2-one 
• 88196-06-9 (1S,2S)-1-phenyl-1,2-propanediol 

Downstream Products

• 133735-64-5 (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride 
• 88082-67-1 (1S,2R)-1-amino-1-phenylpropan-2-ol 

Relevant academic research and scientific papers

Asymmetric synthesis of l-DOPA and (R)-selegiline via, OsO 4-catalyzed asymmetric dihydroxylation

A simple and effective procedure for the enantioselective synthesis of two important neurotransmitter drugs, that is, (S)-3,4-dihydroxyphenylalanine (l-DOPA) and (R)-N,α-dimethyl-N-2-propynylbenzeneethaneamine [(R)-selegiline], is described by employing the Sharpless asymmetric dihydroxylation (AD) as a key step to introduce chirality.

Regio- and stereoselective multi-enzymatic aminohydroxylation of β-methylstyrene using dioxygen, ammonia and formate

We report an enzymatic route for the formal regio- and stereoselective aminohydroxylation of β-methylstyrene that consumes only dioxygen, ammonia and formate; carbonate is the by-product. The biocascade entails highly selective epoxidation, hydrolysis and hydrogen-borrowing alcohol amination. Thus, β-methylstyrene was converted into 1R,2R and 1S,2R-phenylpropanolamine in 59-63% isolated yields, and up to >99.5 : 0.5 dr and er.

A practical route to enantiopure 1,2-aminoalcohols

A series of enantiopure aminoalcohols were synthesized from the corresponding diols by activation of the diols as cyclic carbonates, azide opening of the carbonates, and hydrogenation of the resulting azidoalcohols. Factors affecting the azide opening of the carbonates, a simple workup procedure, and a large scale synthesis of (1R,2S)-(-)-2-amino-1,2-diphenylethanol are described.