174291-97-5

Basic information

• Product Name: (1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE
• Synonyms: (1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE;(1S,2S)-N-p-Tosyl-1,2-cyclohexanediamine,99%e.e.;Benzenesulfonamide, N-[(1S,2S)-2-aminocyclohexyl]-4-methyl-
• CAS NO: 174291-97-5
• Molecular Formula: C₁₃H₂₀N₂O₂S
• Molecular Weight: 268.3751
• Mol File: 174291-97-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 106-110°C
• Boiling Point: 417.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 11.69±0.40(Predicted)
• CAS DataBase Reference: (1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE(174291-97-5)
• EPA Substance Registry System: (1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE(174291-97-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• WGK Germany: 3
• Hazardous Substances Data: 174291-97-5(Hazardous Substances Data)

Usage

General Description

(1S,2S)-(-)-N-(4-Toluenesulphonyl)-1,2-diaminocyclohexane is a chiral organic compound that contains a cyclohexane ring with two amino groups in the 1S and 2S positions. It is also attached to a toluenesulphonyl group, which provides a strong leaving group for substitution reactions. (1S,2S)-(-)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE is commonly used in organic synthesis as a chiral building block for the preparation of pharmaceuticals and agrochemicals. Its chiral nature makes it a valuable tool for the asymmetric synthesis of complex molecules, and it has found applications in medicinal chemistry and other fields where stereochemistry is crucial for determining biological activity.

Upstream product

• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 98-59-9 p-toluenesulfonyl chloride 
• 68820-12-2 cyclohexyl-N-tosyl aziridine 
• 871086-12-3 4-Methyl-N-[(1S,2S)-2-((R)-1-phenyl-ethylamino)-cyclohexyl]-benzenesulfonamide 
• 32044-22-7 (R,R)-1,2-diammoniumcyclohexane mono-(+)-tartrate salt 

Downstream Products

• 1265177-72-7 2,2'-bis{N-[(1S,2S)-2-(4-methylbenzenesulfonamido)cyclohexan-1-yl]carbamoyl}diphenyl sulfide 
• 1373404-85-3 N-((1S,2S)-2-(3-((1S,2S)-2-(dimethylamino)cyclohexyl)thioureido)cyclohexyl)-4-methylbenzenesulfonamide 
• 1384518-62-0 (S,S,S,S)-N,N'-bis(2-(p-toluenesulfonylamino)cyclohexyl)trimethylenediamine 
• 1384518-61-9 (S, S, S, S)-N, N'-bis(2-(p-toluenesulfonylamino)cyclohexyl)ethylenediamine 
• 1234856-67-7 C₄₀H₄₇N₅O₆S₂ 
• 192057-12-8 [chloro((S,S)-trans-N-(p-toluenesulfonyl)-1,2-diaminecyclohexane)(η6-(p-isopropyltoluene))ruthenium(II)] 

Relevant articles and documents

Asymmetric synthesis of polysubstituted 4-amino- and 3,4-diaminochromanes with a chiral multifunctional organocatalyst

A series of multifunctional catalysts with two chiral diaminocyclohexane units were developed and successfully applied in the asymmetric oxa-Michael-aza-Henry cascade reaction of salicylaldimines with nitroolefins. This approach provides a simple and effi

Enantioselective organocatalytic Biginelli reaction: Dependence of the catalyst on sterics, hydrogen bonding, and reinforced chirality

From a systematic investigation involving the synthesis of a series of catalysts and screening studies, the organocatalyst 16, which is sterically hindered, contains a strong hydrogen-bonding site, and is endowed with reinforced chirality, is shown to pro

Reaction of allylsilanes and allylstannanes with alkynes catalyzed by electrophilic late transition metal chlorides

The intramolecular reaction of allylsilanes and allylstannanes with alkynes proceeds catalytically in the presence of Pt(II), Pd(II), Ru(II), and Au(III) chlorides. Although more limited, AgOTf also catalyzes the cyclization. Usually, PtCl2 as the catalyst in methanol or acetone gives the best results. The reaction proceeds by exo attack of the allyl nucleophile on the alkyne to form five- or six-membered ring carbocycles. The reaction generally proceeds with anti stereoselectivity. However, a terminally substituted trimethylsilyl derivative reacts by a syn-type addition. The intermediate alkenylpalladium complex has been trapped with allyl chloride to form an allylated derivative with an additional carbon-carbon bond.