Cas no 1638499-31-6 ((3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine)

(3R,4S)-1-Benzyl-N,4-dimethylpiperidin-3-amine is a chiral piperidine derivative with a defined stereochemistry at the 3- and 4-positions. This compound is of interest in pharmaceutical and organic synthesis due to its structural features, including a tertiary amine and a benzyl substituent, which may serve as a key intermediate or building block for bioactive molecules. The stereospecific configuration (3R,4S) enhances its utility in enantioselective synthesis, particularly in the development of receptor-targeting compounds. Its well-defined molecular architecture allows for precise modifications, making it valuable for research in medicinal chemistry and drug discovery. High purity and consistent stereochemical integrity are critical advantages for applications requiring rigorous synthetic control.
(3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine structure
1638499-31-6 structure
Product Name:(3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine
CAS No:1638499-31-6
MF:C14H22N2
MW:218.337883472443
CID:4670507
Update Time:2025-05-24

(3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine Chemical and Physical Properties

Names and Identifiers

    • (3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine
    • (3R,4S)-N,4-Dimethyl-1-(phenylmethyl)-3-piperidinamine (ACI)
    • Inchi: 1S/C14H22N2/c1-12-8-9-16(11-14(12)15-2)10-13-6-4-3-5-7-13/h3-7,12,14-15H,8-11H2,1-2H3/t12-,14-/m0/s1
    • InChI Key: NVKDDQBZODSEIN-JSGCOSHPSA-N
    • SMILES: C(C1C=CC=CC=1)N1CC[C@H](C)[C@@H](NC)C1

(3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine Pricemore >>

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(3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Glucose ,  NADP ,  Glutamate dehydrogenase ,  Imine reductase Solvents: Water ;  24 h, pH 9, 25 °C
Reference
Stereocomplementary Synthesis of a Key Intermediate for Tofacitinib via Enzymatic Dynamic Kinetic Resolution-Reductive Amination
Zhan, Zhuangzhuang; Xu, Zefei ; Yu, Shanshan ; Feng, Jinhui ; Liu, Fufeng; et al, Advanced Synthesis & Catalysis, 2022, 364(14), 2380-2386

Production Method 2

Reaction Conditions
1.1 Reagents: Titanium isopropoxide Solvents: Methanol ;  0 - 15 °C; 1 h, 5 - 15 °C
1.2 Reagents: Sodium borohydride ;  1 h, 5 - 15 °C
Reference
An Improved and Efficient Process for the Preparation of Tofacitinib Citrate
Patil, Yogesh S.; Bonde, Nilesh L.; Kekan, Ankush S.; Sathe, Dhananjay G.; Das, Arijit, Organic Process Research & Development, 2014, 18(12), 1714-1720

(3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine Raw materials

(3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine Preparation Products

Additional information on (3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine

Exploring the Chemical and Pharmaceutical Potential of (3R,4S)-1-Benzyl-N,4-Dimethylpiperidin-3-Amine (CAS No. 1638499-31-6)

The compound (3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine, identified by the CAS registry number CAS No. 1638499-31-6, is a fascinating molecule with significant potential in both chemical and pharmaceutical research. This compound belongs to the class of piperidine derivatives, which are widely studied for their diverse applications in drug design and synthesis. The stereochemistry of this compound, specifically the (3R,4S) configuration, plays a crucial role in determining its pharmacological properties and interactions with biological systems.

Recent advancements in synthetic chemistry have enabled researchers to explore novel methods for synthesizing (3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine. These methods often involve multi-step processes that incorporate stereochemical control to ensure the desired configuration. For instance, asymmetric catalysis has emerged as a powerful tool in achieving high enantiomeric excess during the synthesis of this compound. Such techniques not only enhance the efficiency of production but also contribute to the sustainability of chemical processes.

The structural features of CAS No. 1638499-31-6 make it an attractive candidate for various applications. The benzyl group attached to the piperidine ring introduces aromaticity and hydrophobicity, which can influence the molecule's solubility and bioavailability. Additionally, the presence of dimethyl groups at positions 4 and N further modulates the molecule's physicochemical properties. These attributes are particularly advantageous in drug design, where fine-tuning a molecule's properties is essential for achieving optimal therapeutic outcomes.

Recent studies have highlighted the potential of (3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine in targeting various biological pathways. For example, researchers have investigated its ability to modulate neurotransmitter systems, which could have implications in treating neurological disorders such as Alzheimer's disease or Parkinson's disease. The compound's interaction with specific receptors has been studied using advanced computational models and experimental techniques like X-ray crystallography.

In terms of pharmacokinetics, CAS No. 1638499-31-6 has shown promising results in preclinical models. Studies indicate that it exhibits favorable absorption profiles and demonstrates stability under physiological conditions. These characteristics are critical for developing drugs that can be administered orally or through other routes without significant degradation.

The synthesis and characterization of (3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine have also contributed to our understanding of stereochemical influences on molecular behavior. By comparing this compound with its enantiomers or diastereomers, researchers can gain insights into how minor structural differences can lead to significant changes in biological activity.

In conclusion, (3R,4S)-1-benzyl-N,4-dimethylpiperidin-3-amine, or CAS No. 1638499-31-6, represents a valuable addition to the arsenal of compounds being explored for therapeutic applications. Its unique structure and stereochemistry provide a foundation for further research into its potential as a drug candidate or as a building block for more complex molecules.

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