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ChemicalBook >> CAS DataBase List >>(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine Structure
(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine structure
CAS No.
167316-27-0
Chemical Name:
(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine
Synonyms
(S,S)-TSDPEN;N-((1S,2S)-2-amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide;(1S,2S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine;(1S,2S)-TSDPEN;2S)-(+)-N-p-Tosyl-1;2-diphenylethylenediaMine;(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-;(1S,2S)-N-P-TOSYL-1,2-DIPHENYLETHYLENE-D;(1S,2S)-N-Tosyl-1,2-diphenylethylene-1,2-diamine;(1S,2S)-(-)-N-P-TOSYL-1,2-DIPHENYLETHYLENEDIAMINE
CBNumber:
CB4775946
Molecular Formula:
C21H22N2O2S
Molecular Weight:
366.48
MDL Number:
MFCD03095684
MOL File:
167316-27-0.mol
MSDS File:
SDS
Last updated:2026-01-13 11:21:45
Product description Number Pack Size Price
(1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine 98% 484342 1g $42.6
(S,S)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide >98.0%(T) A1699 1g $145
(1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (S,S)-TsDPEN 07-2370 500mg $64
(1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (S,S)-TsDPEN 07-2370 2g $125
(1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (S,S)-TsDPEN 07-2370 10g $431
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(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine 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=1, CHCl3)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Solubility in hot Acetonitrile (almost transparency).
pka 10.76±0.50(Predicted)
form crystal
color white
optical activity [α]20/D +35°, c = 1 in chloroform
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-/m0/s1
InChIKey UOPFIWYXBIHPIP-SFTDATJTSA-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 167316-27-0(CAS DataBase Reference)
UNSPSC Code 12352116
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  29242990
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 484342 (1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine 98% 167316-27-0 1g $42.6 2025-07-31 Buy
TCI Chemical A1699 (S,S)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide >98.0%(T) 167316-27-0 1g $145 2025-07-31 Buy
Strem Chemicals 07-2370 (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (S,S)-TsDPEN 167316-27-0 500mg $64 2024-03-01 Buy
Strem Chemicals 07-2370 (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (S,S)-TsDPEN 167316-27-0 2g $125 2024-03-01 Buy
Strem Chemicals 07-2370 (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% (S,S)-TsDPEN 167316-27-0 10g $431 2024-03-01 Buy
Product number Packaging Price Buy
484342 1g $42.6 Buy
A1699 1g $145 Buy
07-2370 500mg $64 Buy
07-2370 2g $125 Buy
07-2370 10g $431 Buy

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine Chemical Properties,Uses,Production

Chemical Properties

White to slightly yellow crystalline powder

Uses

(1S,2S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine is used as a catalyst in the synthesis of keramamine C, a carboline alkaloid that is isolated from the Okinawan sponge Amphimedon sp. (1S,2S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine is also used as a catalyst in the synthesis of Tolvaptan (T536650), a selective oral vasopressin V2-receptor agonist that is used to treat hyponatremia.

Uses

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

Metal-Brnsted Acid Cooperative Catalysis for Asymmetric Reductive Amination

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.

Synthesis

(1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine

29841-69-8

Tosyl chloride

98-59-9

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine

167316-27-0

Synthesis of Compound 2009: To a 2 L three-necked round-bottomed flask equipped with a temperature probe, magnetic stirring bar, nitrogen inlet, and constant-pressure dropping funnel was added (1S,2S)-1,2-diphenylethylenediamine (20 g, 0.094 mol) and dichloromethane (160 mL). The reaction mixture was cooled to 0-3 °C and 1 M sodium hydroxide solution (160 mL) was added slowly and dropwise while keeping the temperature below 5 °C. Subsequently, a solution of dichloromethane (320 mL) of p-toluenesulfonyl chloride (17.9 g, 0.094 mol) was added dropwise to the reaction system over a period of 2 hours. The biphasic reaction mixture was continued to be stirred at 0-5 °C for 1 h. Completion of the reaction was confirmed by thin layer chromatography (TLC, 50% ethyl acetate/heptane, UV detection). After completion of the reaction, the organic and aqueous phases were separated, and the organic phase was washed sequentially with water (2×320 mL) and saturated saline (320 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain the crude product. The crude product was dissolved in toluene (200 mL) at 70-80 °C, maintained at this temperature, and heptane (300 mL) was added in batches. The resulting slurry was cooled to 20-25 °C and stirred for 1 hour, then further cooled to 0-5 °C and stirred for 10 minutes. The solid was collected by filtration and washed with a heptane solution of 50% toluene (3 x 1 bed volume) to give compound 2009 (30.24 g, 88% yield) as a white powder.

References

[1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 7, p. 2505 - 2511
[2] Journal of Organic Chemistry, 2004, vol. 69, # 4, p. 1283 - 1289
[3] Patent: WO2010/120719, 2010, A1. Location in patent: Page/Page column 194; 196-197
[4] Patent: CN106496099, 2017, A. Location in patent: Paragraph 0033; 0034; 0035; 0048; 0049
[5] Organic Syntheses, 2005, vol. 82, p. 10 - 17

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine Preparation Products And Raw materials

Raw materials

(1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine Tosyl chloride Sodium hydroxide Dichloromethane

Preparation Products

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine Suppliers

Global( 279)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd. 		+86-（0）57185586718; +8613336195806 sales@capot.com China 29735 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-2158073036 info@dakenam.com China 13799 58
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29831 58
Changzhou Ansciep Chemical Co., Ltd. 		+86 519 86305871 sales@ansciepchem.com CHINA 4241 58
Shenzhen Nexconn Pharmatechs Ltd 		+86-755-89396905 +86-15013857715 admin@nexconn.com China 10405 58
Accela ChemBio Inc. 		+1-858-6993322 info@accelachem.com United States 21193 58
Alchem Pharmtech,Inc. 		8485655694 sales@alchempharmtech.com United States 63687 58
Wuhan Chemwish Technology Co., Ltd 		027-67849912 sales@chemwish.com CHINA 10821 58
Hebei shuoxi biotechnology co. LTD 		+8613081092107 CHINA 964 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49977 58
Supplier Advantage
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
career henan chemical co 		58
Changzhou Ansciep Chemical Co., Ltd. 		58
Shenzhen Nexconn Pharmatechs Ltd 		58
Accela ChemBio Inc. 		58
Alchem Pharmtech,Inc. 		58
Wuhan Chemwish Technology Co., Ltd 		58
Hebei shuoxi biotechnology co. LTD 		58
CONIER CHEM AND PHARMA LIMITED 		58

View Lastest Price from (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine pictures 2025-04-04 (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine
167316-27-0
 US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine pictures 2021-03-17 (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine
167316-27-0
 US $60.00 / g 10g 99.8% 10tons Hebei shuoxi biotechnology co. LTD
(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine pictures 2020-11-16 (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine
167316-27-0
 US $15.00 / Kg/Bag 25Kg/Bag 99% 20 Tons Longyan Tianhua Biological Technology Co., Ltd

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine Spectrum

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine(167316-27-0)1HNMR(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine(167316-27-0)IR

167316-27-0((1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine)Related Search:

N,N,N',N'-Tetramethylethylenediamine 2-(2-Aminoethylamino)ethanol Ethylenediamine 1,2-Diphenylethylenediamine Toluenesulfonamide
Toluene (R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine(Chloro)(p-cymene)ruthenium(II) (S,S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine(chloro)(p-cymene)ruthenium(II) (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine (1R,2R)-N,N'-DI-P-TOLUENESULFONYL-1,2-DIPHENYL-1,2-ETHYLENEDIAMINE
(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine (1S,2S)-(-)-N,N'-Bis(4-toluenesulfonyl)-1,2-diphenylethylenediamine (1R,2R)-(+)-N,N'-Bis(4-toluenesulfonyl)-1,2-diphenylethylenediamine AURORA KA-7169 CHLORO[(1S,2S)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYL-1,2-ETHANEDIAMINE] (MESITYLENE)RUTHENIUM(II)
CHLORO[(1S,2S)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYL-1,2-ETHANEDIAMINE] (P-CYMENE)RUTHENIUM(II) RU[(S,S)-TSDPEN](P-CYMENE)

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(1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine (S,S)-Ts-DPEN, (1S,2S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine, 98% (S,S)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE (S,S)-TSDPEN (1S, 2S)-(+)-N-(4-TOLUENE SULFONYL)1,2-DIPHENYL-1,2-ETHANE DIAMINE (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediaMine, 98% 500MG (1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine≥ 99% (Assay, Chiral purity) (1S,2S)-N-p-Tosyl-1,2-diphenylethylenediamine,99%e.e. (1S,2S)-(-)-N-p-Tosyl-1,2-diphenylethylenediaMine SynonyMs (S,S)-TsDPEN (1S,2S)-N-Tosyl-1,2-diphenylethylene-1,2-diamine (S,S)-N-(2-AMINO-1,2-DIPHENYLETHYL)-P-TOLUENESULFONAMIDE (1S,2S)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENE-1,2-DIAMINE (1S,2S)-(+)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE (1S,2S)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIPHENYLETHYLENEDIAMINE (1S,2S)-TSDPEN (1S,2S)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYL-1,2-ETHANEDIAMINE (1S,2S)-(-)-N-P-TOSYL-1,2-DIPHENYLETHYLENEDIAMINE (1S,2S)-(+)-N-P-TOSYL-1,2-DIPHENYLETHYLENEDIAMINE N-((1S,2S)-2-amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide (1S,2S)-N-P-TOSYL-1,2-DIPHENYLETHYLENE-D (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine,98%(S,S)-TsDPEN (1S,2S)-(+)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE (S,S)-TSDPEN (1S,2S)-(-)-N-P-TOSYL-1,2-DIPHENYLETHYLENEDIAMINE 98% (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2- (1S,2S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine 2-diphenylethylenediaMine 2S)-(+)-N-p-Tosyl-1 (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine,98% (1S,2S)-N-p-toluenesulfonyl-1,2-dipheneylethylenediamine (S,S)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide > (1S,2S)-(+)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine Benzenesulfonamide, N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methyl- (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine,98%,99%ee (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamin... (1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylen (1S,2S)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine / S-DPEN Tos (1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine (1S,2S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine, 98%min (1S,2S)-(+)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine ((S,S)-TsDPEN) 167316-27-0 C21H23N2O2S CH3C6H4SO2NHCHC6H5CHC6H5NH2 Asymmetric Synthesis Chiral Catalysts, Ligands, and Reagents Hydrogenation Chiral Nitrogen DPEN Series API intermediates Asymmetric Synthesis Synthetic Organic Chemistry Asymmetric Synthesis Chiral Catalysts, Ligands, and Reagents HydrogenationChiral Building Blocks Organic Building Blocks Polyamines organic amine