4899-26-7

Usage

Uses

Used in Dye and Pigment Production:
2-AMINO-1-(2-NAPHTHYL)-1-ETHANOL is used as an intermediate in the production of dyes and pigments for its ability to contribute to the color and stability of these products. Its chemical structure allows for the creation of a wide range of colorants used in various applications.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2-AMINO-1-(2-NAPHTHYL)-1-ETHANOL is utilized as a key intermediate in the synthesis of various drugs. Its unique molecular structure plays a crucial role in the development of new medicinal compounds, potentially leading to advancements in healthcare.
Used in Agrochemical Production:
2-AMINO-1-(2-NAPHTHYL)-1-ETHANOL also finds application in the agrochemical sector, where it serves as an intermediate in the synthesis of pesticides and other agricultural chemicals. Its contribution to the development of these products is essential for enhancing crop protection and yield.

InChI:InChI=1/C12H13NO/c13-8-12(14)11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12,14H,8,13H2

Upstream product

• 20862-03-7 2-naphthyl cyanohydrin 
• 827-54-3 2-naphthylethylene 
• 1391734-33-0 N-(4-nitrobenzenesulfonamide)-(S)-(2'-naphthyl)ethanolamine 
• 357952-89-7 (S)-(+)-1-(2-Naphthyl)-2-(p-tolylsulfonyloxy)ethanol 
• 38061-36-8 2-(α-aminoacetyl)naphthalene hydrochloride 
• 297765-53-8 (S)-2-azido-1-(naphthalen-3-yl)ethan-1-ol 
• 126567-33-7 (R)-(-)-1-cyano-1-(2-naphthyl)methyl acetate 
• 66-99-9 β-naphthaldehyde 
• 97070-72-9 (R)-2-hydroxy-2-(2-naphthyl)acetonitrile 
• 93-08-3 methyl 2-naphthyl ketone 
• 55117-00-5 2-azido-1-(2-naphthyl)ethanone 
• 613-54-7 2-Bromo-2'-acetonaphthone 
• 199285-79-5 1-(naphthalen-2-yl)-2-nitroethan-1-ol 
• 7677-24-9 trimethylsilyl cyanide 

Relevant academic research and scientific papers

Solid-state hosts by the template polymerization of columnar liquid crystals: Locked supramolecular architectures around chiral 2-amino alcohols

The cross-linking of multi-component liquid crystals could be applied to the synthesis of nanometersized porous materials with a well-defined structure. In this work we demonstrate the template polymerization of columnar liquid crystals composed of the salts of a carboxylic acid and enantiopure 2-amino alcohols, and the application of one of them as a solid-state host. The salts of 3,4,5-tris(11-acryloyloxyundecyloxy)benzoic acid with (S)-2-amino-1-propanol and with (1R,2S)-norephedrine showed hexagonal and rectangular columnar liquid-crystalline structures, respectively. The successful application of γ-ray-induced polymeri zation to the cross-linking of the liquidcrystalline salts, which was more advantageous than photoinduced polymerization from the standpoint of the retention of the original structural order in the gram-scale preparation of the polymers with a homogeneous columnar structure. The cross-linked polymer thus obtained from the gallic acid derivative and (1A,25)-norephedrine was applicable as a heterogeneous host to capture amines from a guest solution through acid-amine interactions. When (1A,25)-norephedrine was replaced with other amines through the guestexchange reaction, a "template effect" was observed; the size and shape of the guests were determining factors for the efficiency of the guest exchange. The guest adsorption was found to proceed in an enantioselective manner when racemic 2-amino alcohols were used as guests, especially in the cases of substrates possessing a bulky substituent at the Cl-position. The guest preference was again elucidated by the template effect, although the enantioselection mode was switched depending on the presence of a C2 substituent.

Catalyst-Free Electrophilic Ring Expansion of N-Unprotected Aziridines with α-Oxoketenes to Efficient Access 2-Alkylidene-1,3-Oxazolidines

2-(2-Oxoalkylidene)-1,3-oxazolidine derivatives were synthesized in good to excellent yields regiospecifically through the catalyst-free electrophilic ring expansion of N-unprotected aziridines and the ketene C=O double bond of α-oxoketenes, in situ generated from the microwave-assisted Wolff rearrangement of 2-diazo-1,3-diketones. The ring expansion predominantly underwent an SN1 process and the hydrogen bond decides the (E)-configuration of products. (Figure presented.).

Chiral-Organotin-Catalyzed Kinetic Resolution of Vicinal Amino Alcohols

A highly efficient kinetic resolution of racemic amino alcohols has been achieved for the first time with a chiral tin catalyst. A chiral organotin compound with 3,4,5-trifluorophenyl groups at the 3,3′-positions of the binaphthyl framework enabled this transformation with excellent yield and high enantioselectivity. The process tolerates aryl- and alkyl-substituted amino alcohols and a variety of other substrates, affording the corresponding products in high enantioselectivity and with s factors up to >500.

Direct catalytic synthesis of unprotected 2-amino-1-phenylethanols from alkenes by using iron(II) phthalocyanine

Aryl-substituted amino alcohols are privileged scaffolds in medicinal chemistry and natural products. Herein, we report that an exceptionally simple and inexpensive FeII complex efficiently catalyzes the direct transformation of simple alkenes into unprotected amino alcohols in good yield and perfect regioselectivity. This new catalytic method was applied in the expedient synthesis of bioactive molecules and could be extended to aminoetherification.

Kinetic resolution of racemic amino alcohols through intermolecular acetalization catalyzed by a chiral Bronsted acid

The kinetic resolution of racemic secondary alcohols is a fundamental method for obtaining enantiomerically enriched alcohols. Compared to esterification, which is a well-established method for this purpose, kinetic resolution through enantioselective intermolecular acetalization has not been reported to date despite the fact that the formation of acetals is widely adopted to protect hydroxy groups. By taking advantage of the thermodynamics of acetalization by the addition of alcohols to enol ethers, a highly efficient kinetic resolution of racemic amino alcohols was achieved for the first time and in a practical manner using a chiral phosphoric acid catalyst.

Minor enantiomer recycling: Application to enantioselective syntheses of beta blockers

Continuous recycling of the minor product enantiomer obtained from the acetylcyanation of prochiral aldehydes provided access to highly enantiomerically enriched products. Cyanohydrin derivatives, which under normal conditions are obtained with modest or poor enantiomeric ratios, were formed with high enantiomeric purity by using a reinforcing combination of a chiral Lewis acid catalyst and a biocatalyst. The primarily obtained products were transformed into β-adrenergic antagonists (S)-propanolol, (R)-dichloroisoproterenol, and (R)-pronethalol by means of a two-step procedure.

2- and 3-substituted imidazo[1,2-a]pyrazines as inhibitors of bacterial type IV secretion

A novel series of 8-amino imidazo[1,2-a]pyrazine derivatives has been developed as inhibitors of the VirB11 ATPase HP0525, a key component of the bacterial type IV secretion system. A flexible synthetic route to both 2- and 3-aryl substituted regioisomers has been developed. The resulting series of imidazo[1,2-a]pyrazines has been used to probe the structure-activity relationships of these inhibitors, which show potential as antibacterial agents.

Iron catalyzed asymmetric oxyamination of olefins

The regioselective and enantioselective oxyamination of alkenes with N-sulfonyl oxaziridines is catalyzed by a novel iron(II) bis(oxazoline) complex. This process affords oxazolidine products that can be easily manipulated to yield highly enantioenriched free amino alcohols. The regioselectivity of this process is complementary to that obtained from the analogous copper(II)-catalyzed reaction. Thus, both regioisomers of enantioenriched 1,2-aminoalcohols can be obtained using oxaziridine-mediated oxyamination reactions, and the overall sense of regiochemistry can be controlled using the appropriate choice of inexpensive first-row transition metal catalyst.

SUBSTITUTED 8 - AMINO - IMIDAZO [1, 2-A] PYRAZ1NES AS ANTIBACTERIAL AGENTS

The present invention relates to substituted imidazo[1,2-a]pyrazines of Formula (I) and their use as antibacterial agents.

An efficient reduction protocol for the synthesis of β-hydroxycarbamates from β-nitro alcohols in one pot: a facile synthesis of (-)-β-conhydrine

An efficient and practical one-pot protocol for the reduction of β-nitro alcohols to their corresponding N-(tert-butoxycarbonyl) amino alcohols using Zn-NH4Cl in aqueous methanol is described. Other reducible groups such as ketones and isolated double bonds remained intact. This methodology allows a short synthesis of (-)-β-conhydrine to be achieved.