191109-49-6

Usage

Uses

Used in Pharmaceutical Industry:
(2S)-2-AMINO-2-(2-NAPHTHYL)ETHAN-1-OL is used as a building block in organic synthesis for the production of pharmaceuticals. Its chiral nature allows for the development of enantiomerically pure drugs, which can have different biological activities and reduce potential side effects.
Used in Agrochemical Industry:
(2S)-2-AMINO-2-(2-NAPHTHYL)ETHAN-1-OL is also used as a building block in the production of agrochemicals. Its unique structure and chiral properties can contribute to the development of more effective and selective pesticides and other agricultural chemicals.
Used in Chiral Transformations and Asymmetric Synthesis:
(2S)-2-AMINO-2-(2-NAPHTHYL)ETHAN-1-OL is used as a valuable compound in the study of chiral transformations and asymmetric synthesis. Its chiral center allows researchers to explore the effects of stereochemistry on reaction outcomes and develop new methods for the synthesis of enantiomerically pure compounds.

Upstream product

• 191109-47-4 (S)-2-azido-2-(β-naphthyl)ethanol 
• 209727-70-8 ((S)-2-Hydroxy-1-naphthalen-2-yl-ethyl)-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 187334-02-7 (1S)-N-(benzyloxycarbonyl)-1-(2-naphthyl)-2-hydroxyethylamine 
• 204851-71-8 (R)-3-Hydroxy-2-naphthalen-2-yl-propionic acid 
• 354153-61-0 (S)-2-Hydroxy-N-((S)-2-hydroxy-1-naphthalen-2-yl-ethyl)-2-phenyl-acetamide 
• 93779-35-2 (S)-(2-naphthyl)glycine 
• 827-54-3 2-naphthylethylene 
• 43210-74-8 (+/-)-1-(2-naphthalenyl)-ethane-1,2-diol 
• 153875-87-7 (+/-)-2-amino-2-(2-naphthalenyl)-ethanol 
• 49801-14-1 (S)-1-(2-naphthyl)-1,2-ethanediol 
• 211044-42-7 2-((tert-butyldimethylsilyl)oxy)-1-(naphthalen-2-yl)ethanone 
• 580-13-2 2-bromonaphthalene 
• 1312719-20-2 (Rs,1S)-N-(2-(tert-butyldimethylsilyloxy)-1-(naphthalen-2-yl)ethyl)-2-methylpropane-2-sulfinamide 
• 1312719-08-6 (Rs)-N-(2-(tert-butyldimethylsilyloxy)-1-(naphthalen-2-yl)ethylidene)-2-methylpropane-2-sulfinamide 

Relevant academic research and scientific papers

N-chloro-N-sodio-2-trimethylsilyl ethyl carbamate: A new nitrogen source for the catalytic asymmetric aminohydroxylation

The use of N-chloro-N-sodio-2-trimethylsilyl ethyl carbamate in the osmium-catalyzed asymmetric aminohydroxylation of alkenes leads to enantiomerically enriched N-trimethylsilylethoxycarbonyl (TeoC) protected aminoalcohols in yields up tO 80% and ee's up to 99%.

4-naphthyl-substituted Bis(oxazoline): A new, easily recoverable and efficient chiral ligand in asymmetric catalysis of the diels-alder reaction

2,2-Bis{2-[(4R)-(2'-naphthyl)-1,3-oxazolinyl]}propane and its (45) enantiomer were prepared starting from 2-vinylnaphthalene, following the Sharpless protocol, and were found to be optically pure (ee ≥99.5%) by hplc analysis. These new bis(oxazolines) are efficient chiral ligands in the asymmetric catalysis of the Dieis-Alder reaction of Nalkenoyl-oxazolidin-2- one derivatives since endo cycloadducts are obtained with up to 94% ee. Different Lewis acids were tested, the best one being the Mg(II) cation derived from the corresponding triflate. A remarkable feature of such new chiral ligands is the low solubility in polar solvents, so that the chiral ligand can be easily recovered by a simple filtration. The recovered ligand can be directly reused in other asymmetric syntheses, without any further purification and, overall, without any drop in the induced enantioselectivities.

Naphthyl-substituted bisoxazoline and pyridylbisoxazoline-copper(I) catalysts for asymmetric allylic oxidation

The synthesis of naphthyl substituted malonyl-derived and pyridine-based bisoxazolines and their applications in the asymmetric allylic oxidation of cyclohexene with t-butyl p-nitroperbenzoate have been performed with much improved reactivity (75% yield)

A general asymmetric synthesis of phenylglycinols

Hydride reduction and deprotection of siloxymethyl sulfinimines 2 reliably furnished chiral phenylglycinols 1 or 10 in high overall yield and enantiomeric purity.

Effects of extended aryl-substituted bisoxazoline ligands in asymmetric synthesis - Efficient synthesis and application of 4,4′-bis(1-naphthyl)-, 4,4′-bis(2-naphthyl)- and 4,4′-bis(9-anthryl)-2,2′- isopropylidenebis(1,3-oxazolines)

The steric influence of extended aryl substituents on 2,2′-bis(1,3- oxazollne) ligands was investigated in a series of asymmetric catalytic reactions such as Mukaiyama aldol and Michael reactions, hetero-Diels-Alder processes, and allylic alkylation react

An effective and useful synthesis of enantiomerically enriched arylglycinols

A two-step synthesis of racemic arylglycinols, together with a simple and straightforward methodology for their resolution, is described. This method constitutes a practical means of preparing racemic and optically pure electron-rich or electron-poor subs

Enantioselective allylic oxidation of cycloalkenes by using Cu(II)-tris(oxazoline) complex as a catalyst

Optically active copper(II)-tris(oxazoline) complex that was synthesized as a model compound of the active site of non-heme oxygenase, was found to catalyze allylic oxidation of cycloalkenes to give the corresponding 2-cycloalkenyl benzoates with moderate to excellent enantioselectivity (up to 93% ee) under die Kharash-Sosnovsky reaction conditions.