195388-54-6

Basic information

• Product Name: (R)-4-tert-butyl(4-(3,4-dichlorophenyl)-1,2-dihydronaphthalen-1-yloxy)diphenylsilane
• Synonyms: (R)-4-tert-butyl(4-(3,4-dichlorophenyl)-1,2-dihydronaphthalen-1-yloxy)diphenylsilane
• CAS NO: 195388-54-6
• Molecular Weight: 529.581
• Mol File: 195388-54-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-4-tert-butyl(4-(3,4-dichlorophenyl)-1,2-dihydronaphthalen-1-yloxy)diphenylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-tert-butyl(4-(3,4-dichlorophenyl)-1,2-dihydronaphthalen-1-yloxy)diphenylsilane(195388-54-6)
• EPA Substance Registry System: (R)-4-tert-butyl(4-(3,4-dichlorophenyl)-1,2-dihydronaphthalen-1-yloxy)diphenylsilane(195388-54-6)

Safety Data

• Hazardous Substances Data: 195388-54-6(Hazardous Substances Data)

Upstream product

• 1246039-91-7 (R)-4-(tert-butyldiphenylsilyloxy)-3,4-dihydronaphthalene-1(2H)-one 
• 20555-91-3 3,4-dichloroiodobenzene 
• 1026451-65-9 tert-Butyl-((R)-3,4-dibromo-1,2,3,4-tetrahydro-naphthalen-1-yloxy)-diphenyl-silane 
• 195388-52-4 (R)-1-tert-butyldiphenylsiloxy-1,2-dihydro-naphthalene 
• 123849-23-0 (R)-(+)-1-hydroxy-1,2-dihydronaphthalene 
• 151169-75-4 3,4-dichlophenylboronic acid 
• 195388-53-5 (R)-4-bromo-1-tert-butyldiphenylsiloxy-1,2-dihydro-naphthalene 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 124379-29-9 (4S)-4-(3,4-dichlorophenyl)-1-tetralone 
• 167026-40-6 (1R,4S)-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol 
• 195388-56-8 (1S,4S)-1-azido-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalene 
• 87857-41-8 norsertraline 
• 79617-96-2 Sertraline 
• 195388-55-7 (+)-(1R)-4-(3,4-dichlorophenyl)-1,2-dihydronaphthalen-1-ol 

Relevant articles and documents

Asymmetrie synthesis of bicyclic diol derivatives through metal and enzyme catalysis: Application to the formal synthesis of sertraline

Enzyme- and ruthenium-catalyzed dynamic kinetic asymmetric transformation (DYKAT) of bicyclic diols to their diacetates was highly enantio- and diastereoselective to give the corresponding diacetates in high yield with high enantioselectivity (99.9% ee). The enantiomerically pure diols are accessible by simple hydrolysis (NaOH, MeOH), but an alternative enzyme-catalyzed ester cleavage was also used to give the trans-diol (R,R)1b in extremely high diastereomeric purity (trans/cis = 99.9:0.1, >99.9% ee). It was demonstrated that the diols can be selectively oxidized to the ketoalcohols in a ruthenium-catalyzed Oppenauer-type reaction. A formal enantioselective synthesis of sertraline from a simple racemic cis/trans diol 1b was demonstrated.

General strategy toward the tetrahydronaphthalene skeleton. An expedient total synthesis of sertraline

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