209963-05-3

Usage

Uses

Used in Organic Synthesis:
(S)-b-AMino-3-broMo-benzeneethanol is used as a key intermediate in the synthesis of various organic compounds. Its unique structure, including the amino, bromo, and hydroxyl groups, allows it to participate in a wide range of chemical reactions, such as substitution, addition, and condensation, leading to the formation of diverse molecules with potential applications in pharmaceuticals, materials science, and other fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (S)-b-AMino-3-broMo-benzeneethanol is used as a building block for the development of new drugs. Its chiral nature and functional groups enable it to be incorporated into the molecular structures of potential therapeutic agents, which can then be further optimized for specific biological targets and therapeutic effects.
Used in Materials Science:
(S)-b-AMino-3-broMo-benzeneethanol is also used in materials science as a component in the design and synthesis of novel materials with unique properties. Its versatility in chemical reactions allows it to be incorporated into the structures of polymers, coatings, and other materials, potentially leading to advancements in areas such as electronics, energy storage, and environmental protection.

Upstream product

• 1098108-56-5 (S)-2-bromo-1-(3-bromophenyl)ethanol 
• 18523-22-3 2,3'-dibromoacetophenone 
• 131567-05-0 (S)-(+)-2-(3-bromophenyl)oxirane 
• 2039-86-3 3-bromostyrene 
• 79422-73-4 α-amino-3-bromophenylacetic acid 
• 2521-91-7 ethyl N-(3-bromophenyl)glycinate 

Downstream Products

• 1617545-78-4 2-[6-(3-chloro-phenyl)-pyrazin-2-ylamino]-2-(3-bromo-phenyl)-ethanol 
• 380610-92-4 (S)-tert-butyl (1-(3-bromophenyl)-2-hydroxyethyl)carbamate 

Relevant academic research and scientific papers

Bioproduction of Enantiopure (R)- and (S)-2-Phenylglycinols from Styrenes and Renewable Feedstocks

Enantiopure (R)- and (S)-2-phenylglycinols are important chiral building blocks for pharmaceutical manufacturing. Several chemical and enzymatic methods for their synthesis were reported, either involving multi-step synthesis or starting from a relatively complex chemical. Here, we developed one-pot simple syntheses of enantiopure (R)- and (S)-2-phenylglycinols from cheap starting materials and renewable feedstocks. Enzyme cascades consisting of epoxidation-hydrolysis-oxidation-transamination were developed to convert styrene 2 a to (R)- and (S)-2-phenylglycinol 1 a, with butanediol dehydrogenase for alcohol oxidation as well as BmTA and NfTA for (R)- and (S)-enantioselective transamination, respectively. The engineered E. coli strains expressing the cascades produced 1015 mg/L (R)-1 a in >99% ee and 315 mg/L (S)-1 a in 91% ee, respectively, from styrene 2 a. The same cascade also converted substituted styrenes 2 b–k and indene 2 l into substituted (R)-phenylglycinols 1 b–k and (1R, 2R)-1-amino-2-indanol 1 l in 95–>99% ee. To transform bio-based L-phenylalanine 6 to (R)-1 a and (S)-1 a, (R)- and (S)-enantioselective enzyme cascades for deamination-decarboxylation-epoxidation-hydrolysis-oxidation-transamination were developed. The engineered E. coli strains produced (R)-1 a and (S)-1 a in high ee at 576 mg/L and 356 mg/L, respectively, from L-phenylalanine 6, as the first synthesis of these compounds from a bio-based chemical. Finally, L-phenylalanine biosynthesis pathway was combined with (R)- or (S)-enantioselective cascade in one strain or coupled strains, to achieve the first synthesis of (R)-1 a and (S)-1 a from a renewable feedstock. The coupled strain approach enhanced the production, affording 274 and 384 mg/L (R)-1 a and 274 and 301 mg/L (S)-1 a, from glucose and glycerol, respectively. The developed methods could be potentially useful to produce these high-value chemicals from cheap starting materials and renewable feedstocks in a green and sustainable manner. (Figure presented.).

Synthesis of enantiopure 1,2-azido and 1,2-amino alcohols via regio- and stereoselective ring-opening of enantiopure epoxides by sodium azide in hot water

A practical and convenient method for the efficient and regio- and stereoselective ring-opening of enantiopure monosubstituted epoxides by sodium azide under hydrolytic conditions is reported. The ring-opening of enantiopure styryl and pyridyl (S)-epoxides by N3- in hot water takes place preferentially at the internal position with complete inversion of configuration to produce (R)-2-azido ethanols with up to 99% enantio- and regioselectivity, while the (S)-adamantyl oxirane provides mainly the (S)-1-adamantyl-2-azido ethanol in excellent yield. In general, 1,2-amino ethanols were obtained in high yield and excellent enantiopurity by the reduction of the chiral 1,2-azido ethanols with PPh3 in water/THF, and then converted into the Boc or acetamide derivatives.

NOVE PHENYL/PYRIDINE SERIES SUBSTITUED BY HYDROXYETHYLAMINO FOR THE TREATMENT OF CANCER

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7 and W are as described herein, compositions including the compounds and methods of using the compounds.

Pharmaceutical compositions containing a 4, 5-dihydro-1, 3-thiazol-2-ylamine derivative, novel derivatives and preparation thereof

The present invention relates to pharmaceutical compositions containing, as active principle, a 4,5-dihydro-1,3-thiazol-2-ylamine derivative of formula (I): in which R represents an —alk—S—alk—Ar radical, a phenyl radical or a phenyl radical substituted w