174291-96-4

Basic information

• Product Name: (1R,2R)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE
• Synonyms: (1R,2R)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE;(-)-TsCYDN;(1R,2R)-(-)-N-p-Tosyl-1,2-cyclohexanediamine 97%;(1R,2R)-N-p-Tosyl-1,2-cyclohexanediamine,99%e.e.;N-((1R,2R)-2-amin℃yclohexyl)-4-methylbenzenesulfonamide
• CAS NO: 174291-96-4
• Molecular Formula: C₁₃H₂₀N₂O₂S
• Molecular Weight: 268.3751
• Mol File: 174291-96-4.mol
• Article Data: 22

Chemical Properties

• Melting Point: 105-109°C
• Boiling Point: 417.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 11.69±0.40(Predicted)
• CAS DataBase Reference: (1R,2R)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE(174291-96-4)
• EPA Substance Registry System: (1R,2R)-(+)-N-(4-TOLUENESULPHONYL)-1,2-DIAMINOCYCLOHEXANE(174291-96-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• WGK Germany: 3
• Hazardous Substances Data: 174291-96-4(Hazardous Substances Data)

Usage

Uses

Chiral ligand for asymmetric transfer hydrogen.

Upstream product

• 339312-77-5 N-(2-azidocyclohexyl)-4-methyl-benzenesulfonamide 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 98-59-9 p-toluenesulfonyl chloride 
• 104-15-4 toluene-4-sulfonic acid 
• 32044-22-7 (R,R)-1,2-diaminocyclohexane*(+)-tartric acid 
• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 1257216-14-0 C₂₀H₂₄N₂O₄S 
• 127-65-1 chloroamine-T 
• 176298-50-3 (1S,2R)-N-(p-toluenesulfonyl)-2-amino-1-hydroxycyclohexane 
• 438588-60-4 2-((1R,2R)-2-aminocyclohexyl)isoindoline-1,3-dione 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 

Downstream Products

• 1147101-83-4 N-((1R,2R)-2-(cyanomethylamino)cyclohexyl)-4-methylbenzenesulfonamide 
• 1256652-62-6 (R,R)-4-methyl-N-{2-[(pyridin-2-ylmethylene)amino]cyclohexyl}benzenesulfonamide 
• 1256652-64-8 C₂₀H₂₅N₃O₂S 
• 143585-47-1 (R,R)-1,2-bis(tosylamino)cyclohexane 

Relevant articles and documents

Synthesis and evaluation of hemisalen type ligands based on chiral diamine and their use with ruthenium (II) as water-soluble catalysts for the ATH of aromatic ketones

We have developed a robust ruthenium (II) complex catalyst coordinated by chiral Schiff bases for the reduction of acetophenone by ATH in water. The results show a significant effect of the nature of the chiral entity on the reactivity and the selectivity of the catalytic system. The Schiff base synthesized from the chiral diamine is more reactive and selective than the Schiff base synthesized from chiral amino alcohol. The reduction of acetophenone by catalysts coordinated with hemisalen ligands synthesized from chiral cyclohexyl diamine (1–4) gives high asymmetric inductions with ee up to 84% and total conversion. The effectiveness of the best ligand has been evaluating on a set of aromatic/heterocyclic ketones and was resulted to the corresponding alcohols with high enantioselectivities and good yields. A multigram-scale of the reduction process was applied on chroman-4-one and giving access to (R)-(+)-chromanol-4-ol with 87% ee and yield of 79%.

O-bicyclic amine compounds as well as preparation method and chiral products thereof

The invention relates to the field of asymmetric synthesis methods, and discloses a preparation method of o-bicyclic amine compounds. The method comprises the step of enabling a compound having a structure as shown in a formula (1) and hydrogen to be subjected to an addition reaction in presence of a chiral catalyst, wherein the chiral catalyst is a complex having a structure as shown in a formula (2). The invention also provides chiral products of the o-bicyclic amine compounds prepared by the method, and the o-bicyclic amine compounds. After the method is adopted, the selective hydrogenation reduction of the compound having the structure as shown in the formula (1) is realized by using the hydrogen, so that octahydrogenated products, i.e., the o-bicyclic amine compounds shown in a formula (4) are produced with low cost. The formula (1), the formula (2) and the formula (4) are described in the description.

Expanding the synthesis of new trans-sulfonamide platinum complexes: Cytotoxicity, SAR, fluorescent cell assays and stability studies

In this manuscript, we describe the synthesis of new trans-N-sulfonamide platinum complexes and their antiproliferative activity (GI50, μM) in human solid tumors cells. The structure activity relationships (SAR), with different new synthesized