824938-97-8

Basic information

• Product Name: (1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine
• Synonyms: (1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine;(1S,2S)-2-(1-Pyrrolidinyl)cyclohexanamine,99%e.e.
• CAS NO: 824938-97-8
• Molecular Formula: C₁₀H₂₀N₂
• Molecular Weight: 168.2792
• Mol File: 824938-97-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine(824938-97-8)
• EPA Substance Registry System: (1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine(824938-97-8)

Safety Data

• Hazardous Substances Data: 824938-97-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine is used as an intermediate or building block for the synthesis of various pharmaceutical substances. Its unique structure and properties contribute to the development of new drugs and therapeutic agents.
Used in Drug Development:
(1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine is used as a key component in the development of new drugs. Its chiral nature and heterocyclic amine structure provide opportunities for the creation of innovative pharmaceutical compounds with potential therapeutic benefits.
Used in Research:
(1S,2S) 2-(1-pyrrolidinyl)-cyclohexanaMine is utilized in research settings to explore its potential applications and properties. This includes studying its interactions with other compounds and its role in the synthesis of pharmaceutical substances, furthering the understanding of its capabilities and potential uses in the industry.

Upstream product

• 824938-84-3 benzyl (1S,2S)-N-[2-(pyrrolidin-1-yl)cyclohexyl]carbamate 
• 26785-37-5 (+/-)-trans-2-(pyrrolidin-1-yl)cyclohexanamine 
• 141-78-6 ethyl acetate 
• 69420-67-3 (+/-)-trans-[2-(pyrrolidinyl)]cyclohexanol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 180683-64-1 tert-butyl ((1S,2S)-2-aminocyclohexyl)carbamate 
• 1234581-40-8 C₁₅H₂₈N₂O₂ 

Downstream Products

• 824938-84-3 benzyl (1S,2S)-N-[2-(pyrrolidin-1-yl)cyclohexyl]carbamate 
• 1331731-62-4 1-phenyl-3-[(1S,2S)-2-(pyrrolidin-1-yl)cyclohexyl]thiourea 
• 1248348-67-5 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(pyrrolidin-1-yl)cyclohexyl)thiourea 

Relevant articles and documents

Squaramide-Linked Chloramphenicol Base Hybrid Catalysts for the Asymmetric Michael Addition of 2,3-Dihydrobenzofuran-2-carboxylates to Nitroolefins

An array of hybrid catalysts incorporating a chloramphenicol base moiety linked to another chiral scaffold through a squaramide linker were developed and successfully used in the Michael addition of 2,3-dihydrobenzofuran-2-carboxylates to nitroolefins. Control experiments suggested that the hybrid catalysts were more reactive than nonhybridized bifunctional catalysts, and matching of the chirality between the two scaffolds was crucial for high reactivity and stereoselectivity. These hybrid organocatalysts could be used with a variety of substrates. At a 0.5 mol-% catalyst loading, a range of 2,3-dihydrobenzofuran-2-carboxylates derivatives bearing quaternary and tertiary stereogenic centers were obtained in high yields (up to 98 %) with excellent enantioselectivities (up to 99 % ee) and moderate diastereoselectivities (up to 8:92 dr).

Dynamic kinetic resolution allows a highly enantioselective synthesis of cis-α-aminocycloalkanols by ruthenium-catalyzed asymmetric hydrogenation

(Chemical Equation Presented) Resolutely dynamic hydrogenation: A highly efficient asymmetric hydrogenation of racemic N,N-disubstituted α-aminocycloalkanones involving dynamic kinetic resolution in the presence of a ruthenium catalyst gives chiral α-aminocycloalkanols with excellent enantioselectivities and cis diastereoselectivities (see scheme). A synthesis of optically pure U-(-)-50488 based on this reaction is reported.

Chemoenzymatic preparation of optically active trans-cyclohexane-1,2- diamine derivatives: An efficient synthesis of the analgesic U-(-)-50,488

Stereoespecific syntheses of (±)-trans-N,N-cyclohexane-1,2-diamines ((±)-4a-g) were carried out from the corresponding (±)-trans-N,N- dialkylaminocyclohexanols by successive treatment with mesyl chloride and aqueous ammonia. The stereochemical outcome indicates the formation of a meso-aziridinium ion intermediate, Kinetic resolutions of diamines (±)-4 were efficiently accomplished in aminolysis reactions catalyzed by lipase B from Candida antarctica with ethyl acetate as the solvent and acyl donor. Acetamides and the remaining diamines, isolated as the benzyloxycarbonyl derivatives, were obtained with very high ee values (92-99%), One of the carbamates was used as a precursor of the analgesic U-(-)-50,488.