1228547-99-6

Basic information

• Product Name: (S)-2-O-TOLYLPIPERIDINE
• Synonyms: (S)-2-O-TOLYLPIPERIDINE;(2S)-2-(2-METHYLPHENYL)PIPERIDINE
• CAS NO: 1228547-99-6
• Molecular Formula: C12H17N
• Molecular Weight: 175.27
• Mol File: 1228547-99-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-O-TOLYLPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-O-TOLYLPIPERIDINE(1228547-99-6)
• EPA Substance Registry System: (S)-2-O-TOLYLPIPERIDINE(1228547-99-6)

Safety Data

• Hazardous Substances Data: 1228547-99-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-2-O-TOLYLPIPERIDINE is used as a key intermediate for the synthesis of various pharmaceuticals and biologically active molecules. Its versatile chemical reactivity and unique stereochemistry contribute to the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry:
(S)-2-O-TOLYLPIPERIDINE serves as a precursor in medicinal chemistry, facilitating the creation of compounds with specific pharmacological properties. Its presence in the molecular structure can influence the activity, selectivity, and potency of the resulting drug candidates.
Used in Drug Discovery:
In the realm of drug discovery, (S)-2-O-TOLYLPIPERIDINE is utilized to explore novel chemical entities with potential therapeutic benefits. Its incorporation into compound libraries aids researchers in identifying lead molecules that can be further optimized for clinical development.

Upstream product

• 111-30-8 Glutaraldehyde 
• 105902-01-0 6-o-tolyl-2,3,4,5-tetrahydro-pyridine 
• 110-89-4 piperidine 
• 95-46-5 2-methylphenyl bromide 
• 214267-24-0 1-((S)-3-Phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl)-1H-benzotriazole 
• 932-31-0 ortho-tolylmagnesium bromide 
• 214267-32-0 (3S,5R,8aR)-3-Phenyl-5-o-tolyl-hexahydro-oxazolo[3,2-a]pyridine 

Downstream Products

• 1424330-20-0 C₂₄H₂₅Cl₂N₃O₂ 
• 118087-42-6 1-Methyl-2-o-tolyl-1-trimethylsilanylmethyl-piperidinium; iodide 

Relevant articles and documents

Zinc-Catalyzed Asymmetric Hydrosilylation of Cyclic Imines: Synthesis of Chiral 2-Aryl-Substituted Pyrrolidines as Pharmaceutical Building Blocks

The first successful enantioselective hydrosilylation of cyclic imines promoted by a chiral zinc complex is reported. In situ generated zinc-ProPhenol complex with silane afforded pharmaceutically relevant enantioenriched 2-aryl-substituted pyrrolidines in high yields and with excellent enantioselectivities (up to 99% ee). The synthetic utility of presented methodology is demonstrated in an efficient synthesis of the corresponding chiral cyclic amines, being pharmaceutical drug precursors to the Aticaprant and Larotrectinib. (Figure presented.).

Diversification of Unprotected Alicyclic Amines by C?H Bond Functionalization: Decarboxylative Alkylation of Transient Imines

Despite extensive efforts by many practitioners in the field, methods for the direct α-C?H bond functionalization of unprotected alicyclic amines remain rare. A new advance in this area utilizes N-lithiated alicyclic amines. These readily accessible intermediates are converted to transient imines through the action of a simple ketone oxidant, followed by alkylation with a β-ketoacid under mild conditions to provide valuable β-amino ketones with unprecedented ease. Regioselective α′-alkylation is achieved for substrates with existing α-substituents. The method is further applicable to the convenient one-pot synthesis of polycyclic dihydroquinolones through the incorporation of a SNAr step.

Efficient Routes to Chiral 2-Substituted and 2,6-Disubstituted Piperidines

The syntheses of chiral 2-substituted and 2,6-disubstituted piperidines, and piperidin-2-ylphosphonates, via benzotriazole methodology are described.