39648-71-0

Basic information

• Product Name: 3,3’-dimethyl-[1,1’-binaphthalene]-2,2’-diol
• CAS NO: 39648-71-0
• Molecular Weight: 314.384
• Mol File: 39648-71-0.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 3,3’-dimethyl-[1,1’-binaphthalene]-2,2’-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3’-dimethyl-[1,1’-binaphthalene]-2,2’-diol(39648-71-0)
• EPA Substance Registry System: 3,3’-dimethyl-[1,1’-binaphthalene]-2,2’-diol(39648-71-0)

Safety Data

• Hazardous Substances Data: 39648-71-0(Hazardous Substances Data)

Upstream product

• 65355-11-5 (Sa)-3,3'-dimethyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl 
• 142010-89-7 3,3'-Dimethyl-2,2'-bis-(2-trimethylsilanyl-ethoxymethoxy)-[1,1']binaphthalenyl 
• 75640-87-8 (S)-2,2'-dimethoxy-1,1'-dinaphthyl 
• 74-88-4 methyl iodide 
• 55442-34-7 3,3'-dimethyl-1,1'-binaphthalene-2,2'-diol 
• 74292-20-9 (S)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl 
• 77-78-1 dimethyl sulfate 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 17324-04-8 3-methyl-naphthalen-2-ol 

Downstream Products

• 74292-07-2 C₅₀H₄₄O₆*C₈H₉NO₂*ClHO₄ 
• 1220514-89-5 C₅₇H₅₄O₃P₂ 
• 201732-49-2 (2,6-dimethyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-(1-phenyl-ethyl)-amine 
• 201732-49-2 C₃₈H₃₄NO₂P 

Relevant articles and documents

A Rationally Designed, Chiral Levis Acid for the Asymmetric Induction of Some Diels-Alder Reactions

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Enantioselective vinylation of aldehydes with the vinyl Grignard reagent catalyzed by magnesium complex of chiral BINOLs

Enantioselective vinylation of aldehydes via direct catalytic asymmetric Grignard reaction of aldehdyes and the vinyl Grinard reagent is a long-standing challenge. This work demonstrated that the magnesium (S)-3,3′-dimethyl BINOLate enantioselectively catalyze the direct vinylation of aldehydes with the deactivated vinylmagnesium bromide by bis(2-[N,N′-dimethylamino]ethyl) ether (BDMAEE) in the addition of n-butylmagnesium chloride. The highest ee of 63% was achieved up to date.

Direct asymmetric reductive amination for the synthesis of (S)-rivastigmine

In this article we demonstrate how asymmetric total synthesis of (S)-rivastigmine has been achieved using direct asymmetric reductive amination as the key transformation in four steps. The route started with readily available and cheap m-hydroxyacetophenone, through esterification, asymmetric reductive amination, N-diphenylmethyl deprotection and reductive amination, to provide the final (S)-rivastigmine in 82% overall yield and 96% enantioselectivity. In the asymmetric reductive amination, catalysed by the iridium–phosphoramidite ligand complex and helped by some additives, the readily prepared 3-acetylphenyl ethyl(methyl)carbamate directly reductively coupled with diphenylmethanamine to yield the chiral amine product in 96% ee and 93% yield.