100306-24-9

Basic information

• Product Name: S)-2-broMo-1-(4-broMophenyl)ethanol
• Synonyms: S)-2-broMo-1-(4-broMophenyl)ethanol
• CAS NO: 100306-24-9
• Molecular Formula: C₈H₈Br₂O
• Molecular Weight: 279.95652
• Mol File: 100306-24-9.mol
• Article Data: 30

Chemical Properties

• Melting Point: 69-71 °C
• Boiling Point: 334.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.868±0.06 g/cm3(Predicted)
• PKA: 12.80±0.20(Predicted)
• CAS DataBase Reference: S)-2-broMo-1-(4-broMophenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: S)-2-broMo-1-(4-broMophenyl)ethanol(100306-24-9)
• EPA Substance Registry System: S)-2-broMo-1-(4-broMophenyl)ethanol(100306-24-9)

Safety Data

• Hazardous Substances Data: 100306-24-9(Hazardous Substances Data)

Upstream product

• 99-73-0 para-bromophenacyl bromide 
• 108-05-4 vinyl acetate 
• 117465-34-6 2-bromo-1-(4-bromophenyl)ethanol 

Downstream Products

• 117340-82-6 (S)-1-acetoxy-2-bromo-1-(4-bromophenyl)ethane 
• 148684-05-3 2-(4-bromophenyl)oxirane 
• 62566-68-1 (R)-2-(4-bromophenyl)oxirane 
• 1304788-20-2 C₁₄H₁₃BrO₂ 
• 354153-64-3 (R)-2-amino-2-(4-bromophenyl)ethan-1-ol 
• 849178-85-4 tert-butyl N-[(1R)-1-(4-bromophenyl)-2-hydroxy-ethyl]carbamate 

Relevant articles and documents

(5S)-1,3-Diaza-2-imino-3-phenylbicyclo[3.3.0]octane: first example of guanidine based in situ recyclable chiral catalytic source for borane-mediated asymmetric reduction of prochiral ketones

(5S)-1,3-Diaza-2-imino-3-phenylbicyclo[3.3.0]octane has been synthesized and successfully employed, for the first time, as a chiral catalytic source for the borane-mediated asymmetric reduction of prochiral α-halo ketones to provide the corresponding secondary alcohols in high enantiomeric purity. The potential of this guanidine as an in situ recyclable chiral catalytic source for the borane-mediated chiral reduction processes has also been demonstrated.

Discovery of Antimalarial Azetidine-2-carbonitriles That Inhibit P. falciparum Dihydroorotate Dehydrogenase

Dihydroorotate dehydrogenase (DHODH) is an enzyme necessary for pyrimidine biosynthesis in protozoan parasites of the genus Plasmodium, the causative agents of malaria. We recently reported the identification of novel compounds derived from diversity-oriented synthesis with activity in multiple stages of the malaria parasite life cycle. Here, we report the optimization of a potent series of antimalarial inhibitors consisting of azetidine-2-carbonitriles, which we had previously shown to target P. falciparum DHODH in a biochemical assay. Optimized compound BRD9185 (27) has in vitro activity against multidrug-resistant blood-stage parasites (EC50 = 0.016 μM) and is curative after just three doses in a P. berghei mouse model. BRD9185 has a long half-life (15 h) and low clearance in mice and represents a new structural class of DHODH inhibitors with potential as antimalarial drugs.

(5S)-1-Aza-2-imino-3-oxa-4,4-diphenylbicyclo(3.3.0)octane: a novel chiral catalytic source containing the N-(C{double bond, long}NH)-O moiety for the borane-mediated asymmetric reduction of prochiral ketones

(5S)-1-Aza-2-imino-3-oxa-4,4-diphenylbicyclo(3.3.0)octane, a novel chiral catalytic source containing the N-(C{double bond, long}NH)-O moiety, has been synthesized and successfully utilized, for the first time, as a chiral catalytic source in the borane-mediated asymmetric reduction of prochiral ketones in refluxing toluene, to provide the corresponding secondary alcohols with up to 93% enantiomeric excess.

cis-1-Amino-2-indanol in asymmetric synthesis. Part I. A practical catalyst system for the enantioselective borane reduction of aromatic ketones

A new class of oxazaborolidine catalysts has been prepared from optically pure cis-1-amino-2 indanols which are available in large quantities. The asymmetric borane reduction of aromatic ketones using these catalysts has been studied.

A new chiral catalytic source with an N-P=O structural framework containing a proximal hydroxyl group for the borane-mediated asymmetric reduction of prochiral ketones

(5S)-2-[(1R,2R,3S,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1] heptan-3-yloxy]-1,3-diaza-2-phospha-2-oxo-3-phenylbicyclo[3.3.0]octane has been successfully employed as a novel chiral catalytic source (4mol%) for borane-mediated asymmetric reduction of prochiral ketones thus providing the resulting secondary alcohols with up to 96% enantiomeric excess.

CRBN LIGANDS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of CRBN, and the treatment of CRBN-mediated disorders.

Iridium-Catalyzed Asymmetric Hydrogenation of Halogenated Ketones for the Efficient Construction of Chiral Halohydrins

Iridium-catalyzed asymmetric hydrogenation of prochiral halogenated ketones was successfully developed to prepare various chiral halohydrins with high reactivities and excellent enantioselectivities under basic reaction condition (up to >99% conversion, 99% yield, >99% ee). Moreover, gram-scale experiment was performed well in the presence of just 0.005 mol% (S/C=20 000) Ir/f-amphox catalyst with 99% yield and >99% ee. (Figure presented.).