511534-44-4

Usage

Uses

Used in Pharmaceutical Industry:
(1R,2R)-N-Methylsulfonyl-1,2-diphenylethanediamine, 98+% is used as an intermediate in the synthesis of various pharmaceutical compounds for its unique stereochemistry and reactivity.
Used in Chemical Research:
(1R,2R)-N-Methylsulfonyl-1,2-diphenylethanediamine, 98+% is used as a research chemical to study the effects of stereochemistry on chemical reactions and the properties of the resulting compounds.
Used in Material Science:
(1R,2R)-N-Methylsulfonyl-1,2-diphenylethanediamine, 98+% is used in the development of new materials with specific properties, such as chiral catalysts or enantioselective sensors, due to its unique structural features.

Upstream product

• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 1020665-72-8 N-((1R,2R)-2-(3-((1R,2R)-2-(dimethylamino)cyclohexyl)thioureido)-1,2-diphenylethyl)methanesulfonamide 
• 1360897-74-0 N-((1R,2R)-2-(2-((4,5-dimethylcyclohexa-1,4-dienyl)methoxy)ethylamino)-1,2-diphenylethyl)methanesulfonamide 
• 1394151-86-0 {Cp*Ir[(R,R)-Ms-DPEN](H₂O)}(SO₄) 
• 1333982-16-3 N-((1R,2R)-1,2-diphenyl-2-(2-(tetrahydro-2H-pyran-2-yloxy)ethylamino)ethyl)methanesulfonamide 

Relevant academic research and scientific papers

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

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

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.

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

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.

(1R,2R)-(+)-(1,2)-DPEN-Bonded Sulfonic Acid Resin: A Trifunctional Heterogeneous Catalyst for Asymmetric Michael Additions of Acetone to Nitroolefins

Based on (1R,2R)-(+)-(1,2)-DPEN skeleton, a series of primary amine-sulfamide bifunctional catalysts were synthesized, which exhibited excellent catalytic performance in the Michael addition of acetone to β-nitrostyrene. Therefore, a trifunctional heterogeneous catalyst was designed and prepared by simple N-sulfonyl reaction of (1R,2R)-(+)-(1,2)-DPEN and sulfonyl chloride resin. It was employed for the aforementioned addition without any additive and satisfactory results (80.5% conversion; 84.3% ee) were obtained. Meanwhile, the structural and textural properties of the catalyst were characterized by infrared spectroscopy (FT-IR), elemental analysis, SEM, and N2 adsorption and desorption experiments. Finally, the generality of the catalyst was investigated.

PH-independent transfer hydrogenation in water: Catalytic, enantioselective reduction of β-keto esters

A pH-independent asymmetric transfer hydrogenation of β-keto esters in water with formic acid/sodium formate is described. The reaction is conducted open to air and gives access to β-hydroxy esters in excellent yields and selectivities.

Enantioselective Michael addition of ketones to maleimides catalyzed by bifunctional monosulfonyl DPEN salt

An unprecedented enantioselective Michael addition of various ketones to maleimides catalyzed by a simple bifunctional primary amine, monosulfonyl DPEN salt, is reported and provides the desired adducts in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 99%).

Asymmetric Syn-selective Henry reaction catalyzed by the sulfonyldiamine-CuCl-pyridine system

(Chemical Equation Presented) A catalytic asymmetric Henry reaction has been developed with use of a sulfonyldiamine-CuCl complex as a catalyst. A series of new binaphthyl-containing sulfonyldiamine ligands (2a-h) were readily synthesized in two steps starting from commercially available chiral 1,2-diamines. The (R,R)-diamine-(R)-binaphthyl ligand (2d)-CuCl complex smoothly catalyzed the enantioselective Henry reaction with the assistance of pyridine to give the corresponding adduct with high enantiomeric excess (up to 93%). Moreover, the 2d-CuCl-pyridine system promotes the diastereoselective Henry reaction in syn-selective manner to give the adduct in up to 99% yield with 92:8 synlanti selectivity. The enantiomeric excess of the syn-adduct was 84% ee.