(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine

(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine Basic information
Product Name:(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine
Synonyms:(R,R)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE;(R,R)-N-(2-AMINO-1,2-DIPHENYLETHYL)-P-TOLUENESULFONAMIDE;(R,R)-TSDPEN;(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine;(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine98%;(R,R)-Ts-DPEN, (1R,2R)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine, 98%;Benzenesulfonamide,N-[(1R,2R)-2-amino-1,2-diphenylethyl]-4-methyl-;(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine≥ 99% (Assay, Chiral purity)
CAS:144222-34-4
MF:C21H22N2O2S
MW:366.48
EINECS:
Product Categories:Chiral Nitrogen;DPEN Series;chiral;API intermediates;Chiral Compound;organic amine;Asymmetric Synthesis;Synthetic Organic Chemistry;Asymmetric Synthesis;Chiral Catalysts, Ligands, and Reagents;HydrogenationChiral Building Blocks;Organic Building Blocks;Polyamines
Mol File:144222-34-4.mol
(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine Structure
(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine Chemical Properties
Melting point 128-131 °C(lit.)
alpha -61.5 º (c=1, CH2Cl2)
Boiling point 537.3±60.0 °C(Predicted)
density 1.1440 (rough estimate)
refractive index -30 ° (C=0.4, CHCl3)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform, Methanol
form Crystals or Crystalline Powder
pka10.76±0.50(Predicted)
color White to slightly yellow
optical activity[α]20/D 35°, c = 1 in chloroform
Water Solubility insoluble
InChIKeyUOPFIWYXBIHPIP-NHCUHLMSSA-N
CAS DataBase Reference144222-34-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 29215900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine Usage And Synthesis
Chemical Propertieswhite to slightly yellow crystals or crystalline
Uses(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine is used as a catalyst in stereoselective preparation of aromatic ketone derivatives as well as other chiral organic compounds.
UsesChiral diamine ligand for cooperative metal-Bronsted acid catalyzed greener reductive amination using hydrogen gas.

Metal-Br?nsted Acid Cooperative Catalysis for Asymmetric Reductive Amination
General DescriptionThis product has been enhanced for catalytic efficiency.
(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine Preparation Products And Raw materials
(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine Toluenesulfonamide RUCL[(R,R)-TSDPEN](HEXAMETHYLBENZENE) (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine RUCL[(R,R)-TSDPEN](MESITYLENE) Ethylenediamine (R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine(Chloro)(p-cymene)ruthenium(II) RU[(R,R)-TSDPEN](P-CYMENE) RU[(S,S)-TSDPEN](P-CYMENE) CHLORO[(1R,2R)-TSDPEN](P-CYMENE)RUTHENIUM(II) (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine (1R,2R)-N,N'-DI-P-TOLUENESULFONYL-1,2-DIPHENYL-1,2-ETHYLENEDIAMINE 1,2-Diphenylethylenediamine ((R,R)-2-AMINO-1,2-DIPHENYLETHYL)[(4-TOLYL)SULFONYL]AMIDO](P-CYMENE)RUTHENIUM(II)CHLORIDE CHLORO[(1S,2S)-TSDPEN](P-CYMENE)RUTHENIUM(II) RUCL[(S,S)-TSDPEN](MESITYLENE)

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