103145-34-2

Basic information

• Product Name: (R)-3’,5’-dibenzyloxyphenylbromohydrin
• Synonyms: (R)-3’,5’-dibenzyloxyphenylbromohydrin
• CAS NO: 103145-34-2
• Molecular Weight: 413.311
• Mol File: 103145-34-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (R)-3’,5’-dibenzyloxyphenylbromohydrin(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3’,5’-dibenzyloxyphenylbromohydrin(103145-34-2)
• EPA Substance Registry System: (R)-3’,5’-dibenzyloxyphenylbromohydrin(103145-34-2)

Safety Data

• Hazardous Substances Data: 103145-34-2(Hazardous Substances Data)

Upstream product

• 28924-21-2 3,5-dibenzyloxyacetophenone 
• 28924-18-7 2-bromo-1-[3,5-bis(phenylmethoxy)phenyl]ethanone 

Downstream Products

• 103145-35-3 (R)-2-(3,5-bis(benzyloxy)phenyl)oxirane 
• 53144-56-2 (R)‐5‐(2‐(tert‐butylamino)‐1‐hydroxyethyl)benzene‐1,3‐diol hydrochloride 
• 37394-31-3 (-)-Terbutaline 
• 391234-97-2 (R,S)-5-(1-hydroxy-2-{[2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)benzene-1,3-diol 
• 1026407-81-7 C₃₆H₄₃NO₃ 
• 1026631-37-7 C₃₈H₃₉NO₃ 
• 1026408-27-4 C₃₈H₃₈N₂O₅ 
• 1026025-95-5 C₃₈H₃₈N₂O₅ 
• 1026431-67-3 C₃₉H₄₁NO₄ 
• 1026647-78-8 C₄₅H₄₅NO₄ 

Relevant articles and documents

A method of preparing R-terbutaline

A method of preparing R-terbutaline is disclosed for the first time. According to the method, 3,5-dibenzyloxyacetophenone is adopted as an initial material, is subjected to a bromination reaction, and then reduced by borane-methyl sulfide complex under catalysis by S-methyl-CBS; a product is coupled with N-benzyl-tert-butylamine, and then is hydrogenated to remove benzyl to prepare optically pure R-terbutaline; and the R-terbutaline is salted by utilizing a corresponding acid to prepare a medical salt of the R-terbutaline.

Surfactant-accelerated asymmetric transfer hydrogenation with recyclable water-soluble catalyst in aqueous media

Water-soluble ligands (R,R)-2 were successfully prepared, in which the bis-meta-sulphonated ligand was definitely detected as the major product. The corresponding transition-metal complexes containing the ligands displayed excellent catalytic performance in asymmetric transfer hydrogenation (ATH) of aromatic ketones. Especially, the aromatic ketones with a bromine group in the α position could be smoothly reduced to the expected alcohol, keeping the bromine group intact with excellent enantioselectivities (up to 96% ee). The catalyst could be reused at least 21 times without erosion of the enantioselectivity in high conversion. Moreover, it was found that cationic surfactant and proper pH values were necessary for the maintenance of high reactivity.

Comparative molecular field analysis of the binding of the stereoisomers of fenoterol and fenoterol derivatives to the β2 adrenergic receptor

Stereoisomers of fenoterol and six fenoterol derivatives have been synthesized and their binding affinities for the β2 adrenergic receptor (Kiβ2-AR), the subtype selectivity relative to the β1-AR (Kiβ1-AR/K iβ2-AR) and their functional activities were determined. Of the 26 compounds synthesized in the study, submicromolar binding affinities were observed for (R,R)-fenoterol, the (R,R)-isomer of the p-methoxy, and (R,R)- and (R,S)-isomers of 1-naphthyl derivatives and all of these compounds were active at submicromolar concentrations in cardiomyocyte contractility tests. The Kiβ1-AR/K iβ2-AR ratios were >40 for (R,R)-fenoterol and the (R,R)-p-methoxy and (R,S)-1-naphthyl derivatives and 14 for the (R,R)-1-napthyl derivative. The binding data was analyzed using comparative molecular field analysis (CoMFA), and the resulting model indicated that the fenoterol derivatives interacted with two separate binding sites and one steric restricted site on the pseudo-receptor and that the chirality of the second stereogenic center affected Kiβ2 and subtype selectivity.