1397643-99-0

Basic information

• Product Name: (1S,2S)-N¹,N²-bis(3,5-di-tert-butylbenzyl)-1,2-diphenylethane-1,2-diamine
• Synonyms: (1S,2S)-N¹,N²-bis(3,5-di-tert-butylbenzyl)-1,2-diphenylethane-1,2-diamine
• CAS NO: 1397643-99-0
• Molecular Weight: 616.974
• Mol File: 1397643-99-0.mol

Chemical Properties

• CAS DataBase Reference: (1S,2S)-N¹,N²-bis(3,5-di-tert-butylbenzyl)-1,2-diphenylethane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-N¹,N²-bis(3,5-di-tert-butylbenzyl)-1,2-diphenylethane-1,2-diamine(1397643-99-0)
• EPA Substance Registry System: (1S,2S)-N¹,N²-bis(3,5-di-tert-butylbenzyl)-1,2-diphenylethane-1,2-diamine(1397643-99-0)

Safety Data

• Hazardous Substances Data: 1397643-99-0(Hazardous Substances Data)

Upstream product

• 62938-08-3 3,5-di-tert-butylbenzyl bromide 
• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 

Downstream Products

• 1397644-13-1 (4S,5S)-2-((4S,5S)-1,3-bis(3,5-di-tert-butylbenzyl)-4,5-diphenylimidazolidin-2-ylideneamino)-1,3-dimethyl-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride 
• 1397644-37-9 (4S,5S)-1,3-dibenzyl-2-((4S,5S)-1,3-bis(3,5-di-tertbutylbenzyl)-4,5-diphenylimidazolidin-2-ylideneamino)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride 
• 1397644-41-5 (4S,5S)-2-((4S,5S)-1,3-bis(3,5-bis(trifluoromethyl)benzyl)-4,5-diphenylimidazolidin-2-ylideneamino)-1,3-bis(4-chlorobenzyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride 
• 1397644-03-9 (4S,5S)-1-(3,4-di-tert-butylbenzyl)-3-(3,5-di-tert-butylbenzyl)-4,5-diphenylimidazolidin-2-imine hydrobromide 

Relevant articles and documents

Catalytic enantioselective alkylation of sulfenate anions to chiral heterocyclic sulfoxides using halogenated pentanidium salts

We report halogenated pentanidiums as phasetransfer catalysts for the asymmetric alkylation of sulfenate anions to various sulfoxides with high enantio selectivities (up to 99% ee) and yields (up to 99%). This approach gives access to enantioenriched heterocyclic sulfoxides that might not be compatible with strong oxidants or organometallic reagents. Computational studies have revealed that the multiple non-covalent interactions such as halogen bonds and nonclassical hydrogen bonds are involved.

Kilogram-level amplification-scale production chiral biguanide catalyst synthesis method

The invention discloses a kilogram-level amplification-scale production chiral biguanide catalyst synthesis method, which comprises: S1, carrying out an amine alkylation reaction by using chiral ethylenediamine and benzyl bromide as raw materials to obtain chiral bis-secondary amine; s2, adding a solvent and thiophosgene into the same kettle, carrying out a thiocarbonylation reaction to obtain chiral thiourea, and carrying out pulping purification treatment on the chiral thiourea; s3, adding oxalyl chloride into the same kettle, and performing reflux reaction in a solvent to obtain chiral 2-chloroimidazoline onium salt; and s4, evaporating out the solvent in the step S3 from the original kettle, then adding piperazine into the same kettle, and carrying out amination coupling reaction to obtain a chiral biguanide salt ion pair catalyst BG-I; and according to the synthesis method, one-kettle multi-step same-kettle feeding is adopted, the production stability and safety are improved, the synthesis route is shortened, meanwhile, the traditional tedious pulping purification process is simplified, the synthesis efficiency is improved, the synthesis cost is reduced, and the method is stable in process and suitable for industrial large-scale production.

Dynamic Kinetic Resolution of Heterobiaryl Ketones by Zinc-Catalyzed Asymmetric Hydrosilylation

A diastereo- and highly enantioselective dynamic kinetic resolution (DKR) of configurationally labile heterobiaryl ketones is described. The DKR proceeds by zinc-catalyzed hydrosilylation of the carbonyl group, thus leading to secondary alcohols bearing axial and central chirality. The strategy relies on the labilization of the stereogenic axis that takes place thanks to a Lewis acid–base interaction between a nitrogen atom in the heterocycle and the ketone carbonyl group. The synthetic utility of the methodology is demonstrated through stereospecific transformations into either N,N-ligands or appealing axially chiral, bifunctional thiourea organocatalysts.

Enantioselective Oxidation of Alkenes with Potassium Permanganate Catalyzed by Chiral Dicationic Bisguanidinium

Chiral anion-controlled ion-pairing catalysis was demonstrated to be a wide-ranging strategy that can utilize a variety of cationic metal species. In a similar manner, we envision a complementary strategy using chiral cation in partnership with inorganic anionic metal salts. Herein, we report a chiral dicationic bisguanidinium-catalyzed asymmetric oxidation reaction of alkenes with potassium permanganate. Chiral induction is attributed to ion-pairing interaction between chiral cation and enolate anion. The success of the current permanganate oxidation reaction together with mechanistic insights should provide inspiration for expansion to other anionic metal salts and would open up new paradigms for asymmetric transition metal catalysis, phase-transfer catalysis, and ion-pairing catalysis.

Pentanidium-catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen

Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxide oxindole via reduction with enolates generated from the oxindoles.