100306-27-2

Usage

Uses

Used in Pharmaceutical Industry:
(±)-2-bromo-1-(3-methoxyphenyl)ethan-1-ol is used as an intermediate in the synthesis of pharmaceuticals for its potential applications in the development of new drugs.
Used in Agrochemical Industry:
(±)-2-bromo-1-(3-methoxyphenyl)ethan-1-ol is used as a precursor in the production of various agrochemicals, contributing to the development of effective crop protection agents.
Used in Medicinal Chemistry:
(±)-2-bromo-1-(3-methoxyphenyl)ethan-1-ol is utilized in medicinal chemistry for its structural features and reactivity, playing a role in drug discovery and the design of novel therapeutic agents.

Upstream product

• 5000-65-7 2-bromo-3'-methoxyacetophenone 

Downstream Products

• 32017-77-9 2-(m-methoxyphenyl)oxirane 
• 142363-72-2 2-(3-methoxyphenyl)-4-n-propylmorpholine 
• 142363-68-6 6-(3-methoxyphenyl)-4-n-propylmorpholin-3-one 
• 142363-64-2 1-(3-methoxyphenyl)-2-(n-propylamino)ethanol 
• 62600-72-0 (R)-2-(3-methoxy-phenyl)-oxirane 
• 138809-94-6 (S)-(+)-2-(3-methoxyphenyl)oxirane 

Relevant academic research and scientific papers

Oxygen Isosteric Derivatives of 3-(3-Hydroxyphenyl)-N-n-propylpiperidine

Some substituted 3-phenylmorpholines (10a-e,j,k) and 3-thienylmorpholines (10f,g), isosteres of 3-(3-hydroxyphenyl)-N-n-propylpiperidine (3-PPP), were prepared and submitted to binding assays on D-2 dopaminergic and 5-HT1 and 5-HT2 serotonergic receptors, in comparison with 3-PPP and its analogue 3a,b.The results show the loss of D-2 affinity for all morpholines, while a certain activity was still observable for piperidine derivatives.Regarding the serotonergic affinity, only chloro and methoxy derivatives (10a-d) were moderately active on the 5-HT1A receptor, either when the substituent was in the C-2 or C-3 position, whereas no tested compounds showed affinity toward the 5-HT2 receptor.

Chiral styrene oxides from α-haloacetophenones using NaBH4 and TarB-NO2, a chiral Lewis acid

High enantioselectivities are obtained for the preparation of chiral styrene oxides through reduction of α-haloacetophenones using TarB-NO 2 reagent and the inexpensive and mild reducing agent NaBH 4. The epoxides are easily obtained in up to 95% ee through routine acid-base workup of the product alcohols. Either the (R) or (S) epoxide can be obtained by using the appropriate l- or d-tartaric acid starting material in the TarB-NO2 reagent.

Synthesis of Di-, Tri-, and tetrasubstituted oxetanes by rhodium-catalyzed O-H insertion and C-C bond-forming cyclization

Oxetanes offer exciting potential as structural motifs and intermediates in drug discovery and materials science. Here an efficient strategy for the synthesis of oxetane rings incorporating pendant functional groups is described. A wide variety of oxetane 2,2-dicarboxylates were accessed in high yields, including functionalized 3-/4-aryl-and alkyl-substituted oxetanes and fused oxetane bicycles. Enantioenriched alcohols provided enantioenriched oxetanes with complete retention of configuration. The oxetane products were further derivatized, while the ring was maintained intact, thus highlighting their potential as building blocks for medicinal chemistry.

Chiral guanidine catalyzed acylative kinetic resolution of racemic 2-bromo-1-arylethanols

In this study, chiral guanidine catalyzed acylative kinetic resolution of racemic 2-bromo-1-arylethanols was achieved with high selectivity. Irrespective of the electronic nature and the substitution patterns on the aromatic rings, a variety of substrates were suitable for this reaction. The branched acyl component was considered to be optimal for obtaining high s-values. The transition state of the reaction was proposed based on the absolute configuration of the obtained product.

Synthesis of optically active α-bromohydrins via reduction of α-bromoacetophenone analogues catalyzed by an isolated carbonyl reductase

Enantiomerically pure (S)-α-bromohydrins were prepared by the reduction of α-bromoacetophenone analogues catalyzed by an isolated carbonyl reductase from Candida magnolia with high yield and excellent enantiomeric excess when methyl tert-butyl ether was employed as the co-solvent, while avoiding the formation of by-products. This provides a new approach to access these chiral α-bromohydrins which are of pharmaceutical importance.

Process for the preparation of optically active 2-halo-1-(substituted phenyl) ethanol

The present invention provides an industrially advantageous process for the preparation of an optically active 2-halo-1-(substituted phenyl)ethanol useful as medicines, agricultural chemicals or as intermediates thereof; and a simple process for the prepa