86457-66-1

Basic information

• Product Name: (S)-1,1'-binaphthalene-2,2'-dicarbonyl dichloride
• CAS NO: 86457-66-1
• Molecular Weight: 379.242
• Mol File: 86457-66-1.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (S)-1,1'-binaphthalene-2,2'-dicarbonyl dichloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1,1'-binaphthalene-2,2'-dicarbonyl dichloride(86457-66-1)
• EPA Substance Registry System: (S)-1,1'-binaphthalene-2,2'-dicarbonyl dichloride(86457-66-1)

Safety Data

• Hazardous Substances Data: 86457-66-1(Hazardous Substances Data)

Upstream product

• 18531-96-9 1,1'-binaphthyl-2,2'-dicarboxylic acid 
• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 18531-96-9 (S)-1,1'-binaphthyl-2,2'-dicarboxylic acid 

Downstream Products

• 18531-96-9 (S)-1,1'-binaphthyl-2,2'-dicarboxylic acid 
• 138092-98-5 (S)-2,2'-dibenzoyl-1,1'-binaphthyl 
• 136880-28-9 [1,1']Binaphthalenyl-2,2'-dicarboxylic acid bis-phenylamide 
• 1202936-47-7 C₂₀H₁₂(CONH(C₆H₂(CH₃)3))2 
• 1202936-51-3 C₂₀H₁₂(CONH(C₆H₃(CH(CH₃)2)2))2 
• 1202936-49-9 C₂₀H₁₂(CONH(C₆H₃(C₂H₅)2))2 
• 746-46-3 (R)-1,1'-binaphthyl-2,2'-dicarboxylic acid 
• 173847-47-7 2,2'-bis<(N-3-bromophenyl-N-methyl)aminomethyl>-1,1'-binaphthyl 
• 173847-46-6 2,2'-bis<(N-3-bromophenyl-N-methyl)aminocarbonyl>-1,1'-binaphthyl 

Relevant articles and documents

Enantiopure isoplagiochin C by directed deracemization through axis-to-axis chirality transfer

Isoplagiochin C 1 was prepared for the first time in enantiopure form from synthetic racemic material, using a novel stereochemical concept. This macrocyclic bisbibenzyl contains two biaryl axes. Of these, axis A is configurationally stable by its fixation within the macrocyclic framework, while axis B is stereochemically unstable. By diesterification of rac-1 with enantiopure (P)-1,1′-binaphthyl-2,2′-dicarboxylic acid, axis B is locked in its P-configuration, thus allowing the resolution and separate saponification of dilactones (PA,PB,P)-3 and (M A,PB,P)-3 to give the pure enantiomers of 1. This concept permits recycling of any undesired enantiomer of 1 by thermal equilibration of the respective diastereomer of 3.

A designer axially chiral amino sulfonamide as an efficient organocatalyst for direct asymmetric anti/-selective mannich reactions and syw-selective cross-aldol reactions

A direct asymmetric Mannich reaction using a novel axially chiral amino sulfonamide (S)-3 that is highly anti- and enantioselective has been developed. For instance, in the presence of a catalytic amount of (S)-3, the reactions between aldehydes and a-imino esters proceeded smoothly to give anti Mannich products with a significantly higher antilsyn ratio and enantioselectivity than previously possible. By utilizing N-Boc-protected aro-matic imines instead of a-imino esters, the synthetically useful Boc protecting group and various aromatic or heteroaromatic substituents were installed into the anti Mannich products and consequently the substrate scope of the anri'-selective Mannich reaction and the synthetic utility of the anti Mannich products have been expanded. The axially chiral amino sulfonamide (S)-3 has also been successfully applied to asymmetric direct cross-aldol reaction between two different aldehydes. The catalyst (S)-3 has the advantage of giving mainly syn products, whereas proline shows the opposite anti selectivity.

New, improved procedure for the synthesis of structurally diverse N-spiro C2-symmetric chiral quaternary ammonium bromides

Selective, direct ortho magnesiation of (S)-2,2′bis(isopropoxycarbonyl)-1,1′-binaphthyl (6) has been achieved under mild conditions, using magnesium bis(2,2,6,6-tetramethylpiperamide) [Mg(TMP)2]. In combination with the subsequent reaction with