885677-92-9

Usage

Uses

Used in Pharmaceutical Industry:
(1R,2R) 2-(1-pyrrolidinyl)-cyclohexanaMine is used as an intermediate in the manufacturing of pharmaceutical drugs, specifically for antiviral and antiretroviral medications. Its unique structure and chirality make it a crucial component in the development of these life-saving medications.
Used in Organic Chemistry:
(1R,2R) 2-(1-pyrrolidinyl)-cyclohexanaMine is used as a reagent in the synthesis of chiral catalysts and other organic compounds. Its distinctive structure allows for specific reactions and transformations that are essential in the field of organic chemistry.
Used in Drug Development:
(1R,2R) 2-(1-pyrrolidinyl)-cyclohexanaMine may have potential applications in the development of new drug candidates and other biologically active molecules. Its unique properties and reactivity make it a promising candidate for further research and development in the pharmaceutical and chemical industries.

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 1197208-38-0 N-((1R,2R)-2-aminocyclohexyl)benzamide 
• 146504-07-6 tert-butyl ((1R,2R)-2-aminocyclohexyl)carbamate 
• 1369529-83-8 2-{(1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl}isoindoline-1,3-dione 
• 141478-37-7 (1R,2R)-N-[2-(pyrrolidin-1-yl)cyclohexyl]acetamide 

Downstream Products

• 849024-97-1 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl}urea 
• 1314743-49-1 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl)thiourea 
• 1346683-42-8 3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-(((1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione 
• 1613246-80-2 1-(perfluorophenyl)-3-((1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl)thiourea 
• 942939-99-3 C₂₅H₃₉N₃O₉S 
• 1059607-95-2 1-(4-nitrophenyl)-3-((1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl)thiourea 

Relevant academic research and scientific papers

Trans -1,2-Diaminocyclohexane-based sulfonamides as effective hydrogen-bonding organocatalysts for asymmetric Michael-hemiacetalization reaction

An easily attainable bifunctional monosulfonamide derivative of DACH was an effective catalyst for Michael addition-hemiacetalization reactions, providing products with ees exceeding 99% under optimized conditions. High enantioselectivities were achieved with just 0.2% mol catalyst loading. The sulfonamide outperformed analogous thiourea and squaramide-based organocatalysts.

NEW PROCESS

The present invention relates to a new chemical synthesis, intermediates and catalysts useful for the preparation of the neprilysin (NEP) inhibitor sacubitril. It further relates to new intermediate compounds and their use for said new chemical synthesis

A new chiral primary-tertiary diamine-Bronsted acid salt organocatalyst for the highly enantioselective direct anti-aldol and syn-Mannich reactions

A new primary-tertiary diamine catalyst is easily prepared in a few steps from inexpensive, commercially available, enantiopure materials. This organocatalyst can be effective catalyzed the direct asymmetric aldol and Mannich reactions. The anti-aldol products can be obtained with up to a 99:1 anti/syn ratio and >98 % ee, while the syn-Mannich products could be obtained with up to a 99:1 syn/anti ratio and >99 % ee. Catalyst 1c can be used efficiently on a large scale with the enantioselectivities of the anti-aldol and syn-Mannich reactions being maintained at the same level, which offers a great possibility for application in industry.

Structural optimization of thiourea-based bifunctional organocatalysts for the highly enantioselective dynamic kinetic resolution of azlactones

This article describes the synthesis of a library of structurally diverse bifunctional organocatalysts bearing both a quasi-Lewis acidic (thio)urea moiety and a Bronsted basic tertiary amine group. Sequential modification of the modular catalyst structure and subsequent screening of the compounds in the alcoholytic dynamic kinetic resolution (DKR) of azlactones revealed valuable structure-activity relationships. In particular, a "hit-structure" was identified which provides e.g. N-benzoyl-tert-leucine allyl ester in an excellent enantiomeric excess of 95%. The Royal Society of Chemistry 2006.

Chemoenzymatic syntheses of novel ligands derived from trans-cyclohexane-1, 2-diamine: Application in the enantioselective addition of diethylzinc to aromatic aldehydes

Enantiopure (1R,2R)-cyclohexane-1,2-diamine derivatives, easily prepared from the corresponding (±)-trans-2-dialkylaminocyclohexanols through a chemoenzymatic route, have been employed as ligands in the enantioselective addition of diethylzinc to aromatic aldehydes. Of all the ligands tested, C 2-symmetric bisaminoamides derived from pyridine-2,6-dicarboxylic acid proved to be the most efficient.