CAS 167316-27-0

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

Description:

(1S,2S)-(+)-N-(4-Toluenesulfonyl)-1,2-diphenylethylenediamine is a chiral organic compound known for its role as a ligand in asymmetric synthesis and catalysis. This substance features a diphenylethylenediamine backbone, which contributes to its ability to form stable complexes with metal ions, enhancing its utility in various chemical reactions. The presence of the toluenesulfonyl group increases its solubility in organic solvents and provides a site for further functionalization. As a chiral ligand, it can facilitate enantioselective reactions, making it valuable in the synthesis of pharmaceuticals and fine chemicals. The compound is typically characterized by its melting point, solubility in organic solvents, and specific optical rotation, which reflects its chiral nature. Its applications extend to fields such as medicinal chemistry and materials science, where it aids in the development of new compounds with desired stereochemical properties. Safety data should be consulted for handling and storage, as with any chemical substance.

Formula: C₂₁H₂₂N₂O₂S

InChI: InChI=1/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/p+1/t20-,21-/m0/s1

Synonyms:

• (S,S)-TsDPEN
• (1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine
• N-((1S,2S)-2-amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide
• (1S,2S)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethanaminium
• (1S, 2S)-(+)-N-(4-TOLUENE SULFONYL)1,2-DIPHENYL-1,2-ETHANE DIAMINE
• (S,S)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE
• (1S,2S)-N-(P-TOLUENESULFONYL)-1,2-DIPHENYL-1,2-ETHANEDIAMINE
• (1S,2S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine
• (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine,98%(S,S)-TsDPEN
• (1S,2S)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIPHENYLETHYLENEDIAMINE
• (1S,2S)-(+)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE (S,S)-TSDPEN
• (1S,2S)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENE-1,2-DIAMINE
• (1S,2S)-N-P-TOSYL-1,2-DIPHENYLETHYLENE-D
• (1S,2S)-(+)-N-(4-TOLUENESULFONYL)-1,2-DIPHENYLETHYLENEDIAMINE
• (1S,2S)-TSDPEN
• (1S,2S)-(-)-N-P-TOSYL-1,2-DIPHENYLETHYLENEDIAMINE 98%
• (S,S)-N-(2-AMINO-1,2-DIPHENYLETHYL)-P-TOLUENESULFONAMIDE

(S,S)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide

CAS: 167316-27-0

Formula: C₂₁H₂₂N₂O₂S

Purity: >98.0%(T)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 366.48

Ref: 3B-A1699

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

CAS: 167316-27-0

Chiral diamine ligand for cooperative metal-Bronsted acid catalyzed greener reductive amination using hydrogen gas. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The orig

Formula: C₂₁H₂₃N₂O₂S

Color and Shape: White, crystalline powder

Molecular weight: 367.49

Ref: 02-H27006

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

CAS: 167316-27-0

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

Formula: C₂₁H₂₂N₂O₂S

Purity: 98%

Color and Shape: white xtl.

Molecular weight: 366.48

Ref: 08-07-2370

Benzenesulfonamide, N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methyl-

CAS: 167316-27-0

Formula: C₂₁H₂₂N₂O₂S

Purity: 95%

Color and Shape: Solid

Molecular weight: 366.4766

Ref: IN-DA00HZ6F

(1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine

CAS: 167316-27-0

Formula: C₂₁H₂₂N₂O₂S

Purity: ≥ 99.0%

Color and Shape: White powder

Molecular weight: 366.48

Ref: 7W-GX0129

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

CAS: 167316-27-0

Purity: 98.0%

Color and Shape: Solid

Molecular weight: 366.4800109863281

Ref: 10-F012700

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

CAS: 167316-27-0

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

Formula: C₂₁H₂₂N₂O₂S

Purity: 98%

Color and Shape: off-white solid

Molecular weight: 366.48g/mol

Ref: 54-OR315018

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

Controlled Product

CAS: 167316-27-0

Applications (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.
References Hu, J., et al.: Alkaloid. New York-Acad. Press, 60, 207 (2003); Ishiyama, H., et al.: Heterocycles, 86, 1009 (2012); Schrier, R., et al.: New Engl. J. Med., 355, 2099 (2006); Yin, L., et al.: Tetrahedron-Assymetr., 21, 2390 (2010)

Formula: C₂₁H₂₂N₂O₂S

Color and Shape: Neat

Molecular weight: 366.48

Ref: TR-T535930