216663-81-9

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-(3'-bromo-6'-methoxyphenyl)-ethanol is used as an intermediate in the synthesis of pharmaceuticals and organic chemicals. Its specific chemical structure and reactivity make it a valuable component in the development of complex molecules and new drugs.
Used in Organic Chemistry:
In the field of organic chemistry, (R)-1-(3'-bromo-6'-methoxyphenyl)-ethanol is utilized as a key intermediate for the synthesis of various organic compounds. Its unique properties facilitate its involvement in organic reactions, contributing to the creation of a wide range of chemical products.
Used in Drug Development:
The potential applications of (R)-1-(3'-bromo-6'-methoxyphenyl)-ethanol extend to the development of new drugs. Its specific configuration and reactivity make it a promising candidate for the creation of novel pharmaceuticals, particularly in the context of complex molecular synthesis.

Upstream product

• 544-97-8 dimethyl zinc(II) 
• 25016-01-7 5-bromo-2-methoxybenzaldehyde 
• 16740-73-1 5-bromo-2-methoxyacetophenone 
• 1450-75-5 5-Bromo-2-hydroxyacetophenone 

Downstream Products

• 357418-19-0 (S)-1-bromo-3-methoxy-5-(1'-phenoxyethyl)benzene 
• 216663-85-3 (R)-1-bromo-3-methoxy-5-(1'-methoxyethyl)benzene 
• 357418-20-3 (S)-1-bromo-3-methoxy-5-(1'-(2'',6''-dimethylphenoxy)ethyl)benzene 
• 216663-87-5 C₁₇H₁₉BrO₂ 

Relevant academic research and scientific papers

Dinuclear zinc complex catalyzed asymmetric methylation and alkynylation of aromatic aldehydes

A general AzePhenol dinuclear zinc catalytic system has been successfully developed and introduced into the asymmetric addition of dimethylzinc and alkynylzinc to aromatic aldehydes. In this system, an azetidine derived chiral ligand has proven to be an effective enantioselective promoter. Under the optimal reaction conditions, a series of chiral 1-hydroxyethyl (up to 99% ee) and secondary propargylic alcohols (up to 96% ee) were generated with good yields and enantioselectivities. Additionally, this novel catalytic system showed good functional group compatibility. Remarkably, the substituent's electronic nature alone is not sufficient to allow for exclusive enantioselectivity, an additional substituent's location also had an effect. We proposed that the formation of a stable and structural rigid transition state by the chelation of ortho substituted benzaldehydes to the zinc atom was responsible for the observed higher enantioselectivity. The possible catalytic cycles of both transformations accounting for the stereoselectivity were described accordingly.

Optically active C3-symmetric triarylphosphines in asymmetric allylations

A new class of optically active, monodentate, C3-symmetric ligands for asymmetric catalysis, 1-3, were prepared via routes involving asymmetric reduction of aryl ketones (Schemes 1-3). Single crystal X-ray structures of trans-PdCl2(phosphine)2 complexes of ligands 1a, 2a and 3a showed that the ligands do not adopt perfect C3-symmetric conformations in the solid state; in fact, all three have one aromatic ring lying 'face-on' to the metal. Circular dichroism studies of the same complexes provided some evidence for an aromatic ordering effect for complex 22, but none for 21 and 23. Palladium catalyzed allylation reactions using ligands 1-3 showed that encouraging enantioselectivities could be obtained, particularly for cyclic, allylic substrates.

On the efficacy of propeller-shaped, C3-symmetric triarylphosphines in asymmetric catalysis

Ligand sets 1 and 2 were prepared and examined for evidence of C3-symmetric propeller-shaped conformations in solution, and for their ability to induce enantioselectivity in an allylation reaction.