147189-98-8

Basic information

• Product Name: (1R)-(3,4-Dichlorophenyl)-1-phenylbutane-4-ol
• Synonyms: (1R)-(3,4-Dichlorophenyl)-1-phenylbutane-4-ol
• CAS NO: 147189-98-8
• Molecular Weight: 295.208
• Mol File: 147189-98-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1R)-(3,4-Dichlorophenyl)-1-phenylbutane-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-(3,4-Dichlorophenyl)-1-phenylbutane-4-ol(147189-98-8)
• EPA Substance Registry System: (1R)-(3,4-Dichlorophenyl)-1-phenylbutane-4-ol(147189-98-8)

Safety Data

• Hazardous Substances Data: 147189-98-8(Hazardous Substances Data)

Upstream product

• 401797-02-2 2-(3,4-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 151169-75-4 3,4-dichlophenylboronic acid 
• 100-52-7 benzaldehyde 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 1338922-76-1 (R)-1,2-dichloro-4-(1-phenylbut-3-enyl)benzene 
• 1338922-77-2 (R)-2-(1-(3,4-dichlorophenyl)-1-phenylbut-3-enyl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane 
• 1063723-88-5 (S)-N,N-diisopropylcarbamic acid 1-phenyl-but-3-enyl ester 
• 147213-96-5 (1R)-(3,4-Dichlorophenyl)-α-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>methanesulfonate benzenemethanol 
• 147189-95-5 (1R)-(3,4-Dichlorophenyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-1-butanol 
• 147189-94-4 (1R)-(3,4-Dichlorophenyl)-1,4-butanediol 
• 118528-87-3 4-(3,4-dichlorophenyl)-4-hydroxybutanoic acid 
• 50597-19-8 3-(3,4-dichlorobenzoyl)-propionic acid 
• 147189-97-7 (1R)-(3,4-Dichlorophenyl)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>phenylbutane 

Downstream Products

• 155748-61-1 (4R)-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone 
• 124379-29-9 (4S)-4-(3,4-dichlorophenyl)-1-tetralone 
• 79617-96-2 Sertraline 
• 147255-16-1 (4R)-4-(3,4-dichlorophenyl)-4-phenylbutanoic acid 

Relevant articles and documents

Enantioselective syntheses of (+)-sertraline and (+)-indatraline using lithiation/borylation-protodeboronation methodology

The lithiation/borylation-protodeboronation of a homoallyl carbamate was applied to the synthesis of (+)-sertraline and (+)-indatraline. Due to the presence of the alkene, significant modifications of the methodology were required (use of 12-crown-4, TMSCl, H2O), or a solvent switch to CHCl3, to achieve high yields and high selectivities.

Synthesis of 4(S)-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone by SN2 cuprate displacement of an activated chiral benzylic alcohol

Two routes for the preparation of 4(S)-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone are reported. The most efficient route generates a chiral benzylic alcohol by catalytic asymmetric oxazaborolidine reduction of a γ-ketoester that is subsequently activated and displaced in an SN2 manner with a higher order cuprate. Intramolecular Friedel-Crafts cyclization of the resulting t-butylester affords the title compound.