| Identification | More | [Name]
(R,R)-TsDPEN | [CAS]
144222-34-4 | [Synonyms]
(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
(1R,2R)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYL-1,2-ETHANEDIAMINE
(1R,2R)-(-)-N-P-TOSYL-1,2-DIPHENYLETHYLENEDIAMINE
(1R,2R)-TSDPEN
(R,R)-N-(2-AMINO-1,2-DIPHENYLETHYL)-P-TOLUENESULFONAMIDE
(R,R)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE
(R,R)-TSDPEN
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- | [Molecular Formula]
C21H22N2O2S | [MDL Number]
MFCD02093428 | [Molecular Weight]
366.48 | [MOL File]
144222-34-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to slightly yellow crystals or crystalline | [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 | [pka]
10.76±0.50(Predicted) | [color ]
White to slightly yellow | [Optical Rotation]
[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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29215900 |
| Hazard Information | Back Directory | [Chemical Properties]
white 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.
| [General Description]
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.s | [Synthesis]
(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 |
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