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TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE is a chemical compound that belongs to the class of sulfonamides. It features a cyclohexane ring with two amino groups and a tolylsulfonyl group in the trans position, making it a valuable building block in organic chemistry due to its unique structure and properties. It is commonly used as a reagent in organic synthesis and as a chiral ligand in catalytic asymmetric synthesis reactions, playing a significant role in the production of pharmaceuticals, agrochemicals, and other fine chemicals.

58825-94-8

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58825-94-8 Usage

Uses

Used in Organic Synthesis:
TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE is used as a reagent for the preparation of various compounds in organic synthesis, leveraging its unique structure to facilitate the formation of desired products.
Used in Pharmaceutical Production:
In the pharmaceutical industry, TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE is used as a key intermediate in the synthesis of various drugs, contributing to the development of new medications.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE is utilized in the synthesis of various agrochemicals, playing a role in the creation of products for agricultural applications.
Used in Catalytic Asymmetric Synthesis:
TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE is used as a chiral ligand in catalytic asymmetric synthesis reactions, enabling the production of enantiomerically pure compounds, which is crucial for the synthesis of biologically active molecules.
Used in Fine Chemicals Production:
TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE is also used in the production of fine chemicals, where its unique properties are harnessed to create high-quality specialty chemicals for various applications.
It is important to handle TRANS-N-P-TOLYLSULFONYL-1,2-DIAMINOCYCLOHEXANE with care due to potential hazards if not used properly, ensuring safety in its applications across different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 58825-94-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,8,2 and 5 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 58825-94:
(7*5)+(6*8)+(5*8)+(4*2)+(3*5)+(2*9)+(1*4)=168
168 % 10 = 8
So 58825-94-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H20N2O2S/c1-10-6-8-11(9-7-10)18(16,17)15-13-5-3-2-4-12(13)14/h6-9,12-13,15H,2-5,14H2,1H3/t12-,13-/m1/s1

58825-94-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-((1R,2R)-2-aminocyclohexyl)-4-methylbenzenesulfonamide

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:58825-94-8 SDS

58825-94-8Relevant academic research and scientific papers

A modular approach to trans-chelating, N-heterocyclic carbene ligand complexes

Perry, Marc C.,Cui, Xiuhua,Burgess, Kevin

, p. 1969 - 1972 (2002)

The N-methyl bis-imidazolium salts 3 were converted to the silver carbenes 7, then reacted to give palladium(II) complexes 4 with trans-chelating, bidentate bis-imidazolylidine ligands. The similar salts 8, that do not have N-methyl substituents, gave the

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

Boukachabia, Mourad,Aribi-Zouioueche, Louisa,Riant, Olivier

, p. 95 - 101 (2018/05/26)

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%.

A four-hydrogenated 1, 8 - naphthyridine apperception composition preparation method and its prepared chiral products

-

Paragraph 0137; 0153; 0157, (2018/03/26)

The invention discloses a preparation method of a tetrahydro 1, 8-naphthyridine compound. The preparation method comprises the following steps: under the existence of a chiral catalyst, enabling a compound with the structure shown in the formula (1) (in the description) and hydrogen to be subjected to addition reaction, wherein the chiral catalyst is a coordination compound with the structure shown in the formula (2) (in the description). The invention further provides a chiral product of the tetrahydro 1, 8-naphthyridine compound, prepared through the preparation method. According to the invention, the proper compound with the structure shown in the formula (1) (in the description) is used as a substrate, and the proper coordination compound with the structure shown in the formula (2) (in the description) is used as the chiral catalyst to perform selective hydrogenation reduction on 1, 8-naphthyridine compound with the structure shown in the formula (1) by adopting hydrogen, so that the chiral product of the tetrahydro 1, 8-naphthyridine compound is prepared with low cost. The chiral product of the tetrahydro 1, 8-naphthyridine compound can be used as a biologically active compound and a structural building block of a chiral drug.

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

-

Paragraph 0180-0181, (2017/11/04)

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.

New IDO-1 INHIBITOR AND USE THEREOF

-

Paragraph 0551; 0577; 0578; 0579, (2017/06/27)

The present invention refers to inhibit iDO-a 1 number and their use relates to search, more particularly by inhibiting the activity of the intracellular enzyme IDO (indoleamine-a 2,3 a-dioxygenase), which show excellent iDO-a 1 billion number number inhi

A four-hydrogenated 1, 5 - naphthyridine apperception composition preparation method and its prepared chiral products

-

Paragraph 0138; 0154; 0158, (2017/08/25)

The invention discloses a method for preparing a tetrahydro-1,5-naphthyridine compound. The method comprises the following steps: carrying out an addition reaction between a compound with the structure shown as a formula (1) and hydrogen in the presence of a chiral catalyst, wherein the chiral catalyst is a coordination complex with a structure shown as a formula (2). The invention also provides a chiral product of the tetrahydro-1,5-naphthyridine compound prepared by the method. The proper compound with the structure shown as the formula (1) is selected as a substrate, the proper coordination complex with the structure shown as the formula (2) is selected as the chiral catalyst, and selective hydrogenation reduction of the 1,5-naphthyridine compound with the structure shown as the formula (1) is realized by adopting hydrogen, so that the chiral product of the tetrahydro-1,5-naphthyridine compound is prepared at low cost. The chiral product of the tetrahydro-1,5-naphthyridine compound prepared by the invention can serve as a structure block of bioactive compounds and chiral drugs.

Evaluation of novel trans-sulfonamide platinum complexes against tumor cell lines

Pérez, Carlos,Díaz-García, C. Vanesa,Agudo-López, Alba,Del Solar, Virginia,Cabrera, Silvia,Agulló-Ortu?o, M. Teresa,Navarro-Ranninger, Carmen,Alemán, José,López-Martín, José A.

, p. 360 - 368 (2014/03/21)

Platinum-based drugs, mainly cisplatin, are employed for the treatment of solid malignancies. However, cisplatin treatment often results in the development of chemoresistance, leading to therapeutic failure. Here, the antitumor activity of different trans-sulfonamide platinum complexes in a panel of human cell lines is presented. The cytotoxicity profiles and cell cycle analyses of these platinum sulfonamide complexes were different from those of cisplatin. These studies showed that complex 2b with cyclohexyldiamine and dansyl moieties had the best antitumoral activities.

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

Del Solar, Virginia,Qui?ones-Lombra?a, Adolfo,Cabrera, Silvia,Padrón, José M.,Ríos-Luci, Carla,Alvarez-Valdés, Amparo,Navarro-Ranninger, Carmen,Alemán, José

, p. 128 - 140 (2013/10/01)

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

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

Hou, Wenduan,Zheng, Bo,Chen, Jun,Peng, Yungui

supporting information; experimental part, p. 2378 - 2381 (2012/06/30)

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

New C2-symmetric chiral tetraaza ligands and their application for [Ru(p -cymene)Cl2]2-catalyzed asymmetric transfer hydrogenation

Hong, Yiling,Tan, Huajie,Qiu, Jin,Shen, Liang

scheme or table, p. 502 - 506 (2012/07/03)

Two new chiral ligands (S, S, S, S)-N, N'-bis(2-p-toluene- sulfonylaminocyclohexyl) ethylenediamine (2a) and (S, S, S, S)-N, N'-bis(2-p-toluenesulfonylaminocyclohexyl) trimethylenediamine (2b) were prepared and confirmed by means of elemental analysis, IR

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