(1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine | CAS: 144222-34-4

(1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine Basic Information, Physicochemical Properties, etc.

Basic Information
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-diphenylethylenediaChemicalbookmine98%;(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,Chiralpurity)
CAS Number	144222-34-4
Molecular Formula	C21H22N2O2S
Molecular Weight	366.48
EINECS Number	/
Structural Formula
Physicochemical Properties
Melting Point	128-131 °C(lit.)
Boiling Point	537.3±60.0 °C(Predicted)
Density	1.1440 (rough estimate)
Refractive Index	-30 ° (C=0.4, CHCl3)
Solubility	Soluble in chloroform and methanol
Water Solubility	Insoluble
Form	Crystals or crystalline powder
Color	White to slightly yellow
Specific Rotation	-61.5 º (c=1, CH2Cl2)
Acidity Coefficient (pKa)	10.76±0.50(Predicted)
Safety and Regulatory Information
Merck	/
BRN	/
NIST Chemical Substance Information	/
EPA Chemical Substance Information	/
Other Information
Detection Methods	/

(1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine Application, Use, Usage, Synthesis Method, etc.

1. 1. As a pharmaceutical intermediate
   2. As a symmetrical chiral reagent, it can perform optical resolution on acidic chiral compounds.
   3. Widely used in asymmetric synthesis:
      Asymmetric hydroxylation of olefins
      Asymmetric aldol condensation
      Asymmetric Diels-Alder reaction
      Asymmetric allylation of carbonyl groups
      Synthesis of optically active allenyl alcohols and propynyl alcohols
      Asymmetric epoxidation of non-functional olefins
      …

Synthesis Method

Under ice bath and stirring, add 125.8g of p-toluenesulfonyl chloride in dichloromethane (300mL) to 21.0g of 1,2-diphenylethylenediamine in triethylamine (100mL) dropwise for 2h, during which white solid precipitates.

The reaction mixture is stirred at room temperature for 3h, and the reaction is complete as detected by TLC.

The mixture is poured into ice water, and the separated organic layer is washed with water 3 times and dried over anhydrous sodium sulfate.

After removing the solvent by rotary evaporator, (1R,2R)-(-)-N-(p-methylbenzenesulfonyl)-1,2-diphenylethylenediamine is obtained.

(1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine Packaging, Storage, Delivery, Transportation, etc.

Packing: 25kg/drum or Customer specified packaging

Storage: Keep in a dark place, Inert atmosphere ,Room temperature

Delivery: delivery within 3- 5 working days

Transportation: According to your needs

FAQ About (1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine

What is its InChIKey code?

Answer:

InChIKey: UOPFIWYXBIHPIP-NHCUHLMSSA-N

Is it dangerous?

Answer:

Irritating to skin and eyes.

If in contact with eyes, rinse immediately with plenty of water and seek medical attention.

After contact with skin, immediately take off all contaminated clothing and rinse with plenty of water.

Please wear suitable protective clothing when using.

Where can I buy it?

Answer:

If you want to buy (1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine, please feel free to contact ORIENTRED.