ChemicalBook > CAS DataBase List > (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine

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

Product Name: (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine
CAS No.: 144222-34-4
Chemical Name: (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine
Synonyms: R-TS-DPEN;(R,R)-TSDPEN;(1R,2R)-TSDPE;(1R,2R)-TSDPEN;TIANFU-CHEM (R,R)-TsDPEN;(R,R)-TsDPEN (1R,2R)-(-)-N-;(1R,2R)-N-p-Toluenesulfonyl-1,2-diphe;(1R,2R)-(-)-N-(4-Toluenesulfonyl)-1,2-;(1R,2R)-N-P-TOSYL-1,2-DIPHENYLETHYLENE-D;(1R, 2R)-(-)-N-(4-Toluene sulfonyl)-DPEN
CBNumber: CB1180813
Molecular Formula: C21H22N2O2S
Formula Weight: 366.48
MOL File: 144222-34-4.mol

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

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
pka: 10.76±0.50(Predicted)
form: Crystals or Crystalline Powder
color: White to slightly yellow
optical activity: [α]20/D 35°, c = 1 in chloroform
Water Solubility: insoluble
InChI: InChI=1S/C21H22N2O2S/c1-16-12-14-19(15-13-16)26(24,25)23-21(18-10-6-3-7-11-18)20(22)17-8-4-2-5-9-17/h2-15,20-21,23H,22H2,1H3/t20-,21-/m1/s1
InChIKey: UOPFIWYXBIHPIP-NHCUHLMSSA-N
SMILES: C1(S(N[C@H](C2=CC=CC=C2)[C@H](N)C2=CC=CC=C2)(=O)=O)=CC=C(C)C=C1
CAS DataBase Reference: 144222-34-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 29215900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 484334
Product name: (1R,2R)-(?)-N-p-Tosyl-1,2-diphenylethylenediamine
Purity: 98%
Packaging: 1g
Price: $97.3
Updated: 2025/07/31

TCI Chemical

Product number: A1548
Product name: (R,R)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide
Purity: >98.0%(T)
Packaging: 1g
Price: $87
Updated: 2025/07/31

Strem Chemicals

Product number: 07-2371
Product name: (1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (R,R)-TsDPEN
Packaging: 500mg
Price: $61
Updated: 2024/03/01

Strem Chemicals

Product number: 07-2371
Product name: (1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (R,R)-TsDPEN
Packaging: 2g
Price: $119
Updated: 2024/03/01

Strem Chemicals

Product number: 07-2371
Product name: (1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (R,R)-TsDPEN
Packaging: 10g
Price: $414
Updated: 2024/03/01

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(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine Chemical Properties,Usage,Production

Chemical Properties

white to slightly yellow crystals or crystalline

Uses

Chiral diamine ligand for cooperative metal-Bronsted acid catalyzed greener reductive amination using hydrogen gas.

Metal-Br?nsted Acid Cooperative Catalysis for Asymmetric Reductive Amination

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.

General Description

This product has been enhanced for catalytic efficiency.

Synthesis

35132-20-8

98-59-9

144222-34-4

(1) (R,R)-1,2-diphenylethylenediamine (20 mmol) was dissolved in dichloromethane (30 mL) and cooled to 0°C in an ice bath. A solution of p-toluenesulfonyl chloride (20 mmol) dissolved in dichloromethane (30 mL) was slowly added dropwise to the above solution at 0 °C (dropwise time 30 min). After the dropwise addition was completed, the reaction was continued at 0°C for 1 hour. After completion of the reaction, the solvent was removed by concentration under reduced pressure by rotary evaporator to obtain the crude product. The crude product was purified by column chromatography (eluent: dichloromethane/methanol=10:1, v/v) to afford the target product (R,R)-(-)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (15 mmol) in 75% yield.

References

[1] Tetrahedron Letters, 2008, vol. 49, # 27, p. 4289 - 4291
[2] European Journal of Organic Chemistry, 2000, # 12, p. 2247 - 2252
[3] Tetrahedron Asymmetry, 2009, vol. 20, # 6-8, p. 910 - 920
[4] Molecules, 2010, vol. 15, # 4, p. 2551 - 2563
[5] Patent: CN107286089, 2017, A. Location in patent: Paragraph 0078; 0148-0149

(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine 144222-34-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-19

airuikechemical co., ltd.

Product: (r,r)-tsdpen 144222-34-4
Price: US $0.00-0.00/Kg
Min. Order: 1Kg
Purity: 99.9%
Supply Ability: 200tons
Release date: 2024-04-08

Henan Fengda Chemical Co., Ltd

Product: (R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine 144222-34-4
Price: US $50.00-1.00/kg
Min. Order: 1kg
Purity: 99
Supply Ability: g-kg-tons,free sample is available
Release date: 2024-01-03

144222-34-4, (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamineRelated Search:

(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol 1,2-Diphenylethylenediamine Toluenesulfonamide Ethylenediamine (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine (R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine(Chloro)(p-cymene)ruthenium(II) ((R,R)-2-AMINO-1,2-DIPHENYLETHYL)[(4-TOLYL)SULFONYL]AMIDO](P-CYMENE)RUTHENIUM(II)CHLORIDE (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine (1R,2R)-N,N'-DI-P-TOLUENESULFONYL-1,2-DIPHENYL-1,2-ETHYLENEDIAMINE RUCL[(R,R)-TSDPEN](MESITYLENE) CHLORO[(1R,2R)-TSDPEN](P-CYMENE)RUTHENIUM(II) RU[(R,R)-TSDPEN](P-CYMENE) RUCL[(S,S)-TSDPEN](MESITYLENE) RUCL[(R,R)-TSDPEN](HEXAMETHYLBENZENE) CHLORO[(1S,2S)-TSDPEN](P-CYMENE)RUTHENIUM(II) RU[(S,S)-TSDPEN](P-CYMENE)

(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)

(1R,2R)-N-p-Tosyl-1,2-diphenylethylenediamine,99%e.e.

(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediaMine 98%

(1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediaMine,(R,R)-TsDPEN

N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulphonamide, (1R,2R)-1,2-Diphenyl-N-tosylethane-1,2-diamine

N-[(1R,2R)-2-Amino-1,2-diphenylethyl]toluene-4-sulphonamide

R-TS-DPEN

BenzenesulfonaMide,N-[(1R,2R)-2-aMino-1,2-diphenyl

)-N-p-Tosyl-1,2-diphenylethylenediaMine 98%

(1R,2R)-(-)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediaMine, 98% 500MG

(1R,2R)-(-)-N-(p-Tolylsulfonyl)-1,2-diphenylethylenediaMine

(1R,2R)-1-AMino-2-tosylaMino-1,2-diphenylethane

(1R,2R)-N-p-Toluenesulfonyl-1,2-diphe

(1R,2R)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine

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

(1R,2R)-TSDPE

[(1R,2R)-2-[(4-methylphenyl)sulfonylamino]-1,2-diphenylethyl]ammonium

N-[(1R,2R)-2-amino-1,2-diphenylethyl]-4-methylbenzene-1-sulfonamide

N-[(1R,2R)-2-Amino-1,2-diphenylethyl]toluene-4-sulfonamide

(1R,2R)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine, 98+%

(R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine

(1R,2R)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYL-1,2-ETHANEDIAMINE

(1R,2R)-TSDPEN

(1R,2R)-(-)-N-P-TOSYL-1,2-DIPHENYLETHYLENEDIAMINE

(1R, 2R)-(-)-N-(4-TOLUENE SULFONYL)1,2-DIPHENYL-1,2-ETHANE DIAMINE

(1R,2R)-(-)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE

(1R,2R)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIPHENYLETHYLENEDIAMINE

N-((1R,2R)-2-amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide

(1R,2R)-N-P-TOSYL-1,2-DIPHENYLETHYLENE-D

(1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine,98%(R,R)-TsDPEN

(1R,2R)-(-)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYL-1,2-ETHANEDIAMINEC21H22N2O2S

(1R,2R)-1,2-Diamino-1,2-diphenyl-N1-(4-methylsulphonyl)ethane

N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulphonamide

(R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine, 98+%

(1R,2R)-(-)-N-(4-Toluenesulfonyl)-1,2-

(1R,2R)-(-)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine,98%

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

(R,R)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide &gt

(R,R)-TsDPEN (1R,2R)-(-)-N-

(1R, 2R)-(-)-N-(4-Toluene sulfonyl)-DPEN

(1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine,98%,99%ee

(1R,2R)-(-)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamin...

TIANFU-CHEM (R,R)-TsDPEN

(1R,2R)-(-)-N-(4-Toluenesulfonyl)-1,2-diphenylethylen

(1R,2R)-(-)-N-(p-Tolylsulfonyl)-1,2-diphenylethylenediami

(1R,2R)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine / R-DPEN Tos

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

144222-34-4

C21H22N2O2S

Asymmetric Synthesis

Chiral Catalysts, Ligands, and Reagents