Cas no 1211531-16-6 (tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate)

Tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate is a protected derivative of 5-methyl-1,2,3,6-tetrahydropyridine, commonly employed as an intermediate in organic synthesis and pharmaceutical research. The tert-butyloxycarbonyl (Boc) group provides stability under basic and nucleophilic conditions, facilitating selective functionalization of the nitrogen atom. This compound is particularly useful in the synthesis of piperidine-based scaffolds, which are prevalent in bioactive molecules. Its structural features, including the methyl substituent at the 5-position, offer versatility for further modifications. The Boc-protected form enhances handling and storage stability, making it a practical choice for multistep synthetic routes. Suitable for use under inert conditions, it is typically handled in anhydrous environments to prevent deprotection.
tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate structure
1211531-16-6 structure
Product Name:tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate
CAS No:1211531-16-6
MF:C11H19NO2
MW:197.27406334877
MDL:MFCD19703948
CID:2094432
PubChem ID:68306290
Update Time:2025-05-21

tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 3-methyl-5,6-dihydropyridine-1(2H)-carboxylate
    • 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-5-methyl-, 1,1-dimethylethyl ester
    • tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate
    • tert-butyl 5-methyl-3,6-dihydro-2H-pyridine-1-carboxylate
    • 3,6-Dihydro-5-methyl-1(2H)-pyridinecarboxylic acid 1,1-dimethylethyl ester
    • 3-Methyl-5,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester
    • AKOS024071359
    • MFCD19703948
    • 1211531-16-6
    • SY098057
    • SCHEMBL12519920
    • CS-0054365
    • AS-70354
    • SB53934
    • 1-Boc-5-methyl-1,2,3,6-tetrahydropyridine
    • EN300-3509754
    • tert-Butyl3-methyl-5,6-dihydropyridine-1(2H)-carboxylate
    • DB-102063
    • MDL: MFCD19703948
    • Inchi: 1S/C11H19NO2/c1-9-6-5-7-12(8-9)10(13)14-11(2,3)4/h6H,5,7-8H2,1-4H3
    • InChI Key: CGTRFKXCKHZQAV-UHFFFAOYSA-N
    • SMILES: O(C(N1CC(C)=CCC1)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 197.141578849g/mol
  • Monoisotopic Mass: 197.141578849g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 251
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 29.5
  • XLogP3: 1.7

Experimental Properties

  • Density: 1.0±0.1 g/cm3
  • Boiling Point: 257.0±29.0 °C at 760 mmHg
  • Flash Point: 109.2±24.3 °C
  • Vapor Pressure: 0.0±0.5 mmHg at 25°C

tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate Security Information

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Additional information on tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate

tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate: A Comprehensive Overview

The compound with CAS No. 1211531-16-6, commonly referred to as tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of tetrahydropyridines, which are known for their diverse applications in drug discovery and chemical synthesis. The tert-butyl group attached to the carboxylate position adds unique steric and electronic properties, making this compound particularly interesting for researchers exploring its potential in medicinal chemistry.

Recent studies have highlighted the importance of tetrahydropyridines in the development of bioactive molecules. For instance, tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate has been investigated for its role in modulating cellular signaling pathways. Researchers have found that this compound exhibits promising activity in vitro against certain enzymes involved in inflammation and neurodegenerative diseases. These findings suggest that it could serve as a lead compound for the development of novel therapeutic agents.

The synthesis of tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate typically involves multi-step organic reactions. One common approach is the use of palladium-catalyzed coupling reactions to construct the tetrahydropyridine ring system. The introduction of the tert-butyl group is often achieved through esterification or alkylation steps, depending on the specific synthetic pathway employed. These methods not only ensure high yields but also allow for precise control over the stereochemistry of the final product.

From a structural perspective, tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate features a six-membered ring with one oxygen atom and a methyl substituent at position 5. The tert-butyl group at position 1 provides steric bulk, which can influence both the physical properties of the compound and its interactions with biological targets. This combination of structural features makes it an ideal candidate for exploring its pharmacokinetic properties and bioavailability.

Recent advancements in computational chemistry have enabled researchers to predict the behavior of tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate in various biological systems. Molecular docking studies have revealed potential binding modes with key protein targets associated with cardiovascular diseases and cancer. These insights are paving the way for further experimental validation and optimization of this compound as a potential drug candidate.

In terms of physical properties, tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate is typically a white crystalline solid with a melting point around 90°C. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for various analytical techniques like HPLC and NMR spectroscopy. The presence of the tert-butyl group also contributes to its stability under mild reaction conditions.

The applications of this compound extend beyond medicinal chemistry. It has been utilized as an intermediate in the synthesis of more complex molecules with potential agrochemical applications. For example, derivatives of tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate have shown promise as plant growth regulators and pest control agents. These findings underscore its versatility across different areas of chemical research.

Looking ahead, ongoing research into tert-butyl 5-methyl-1,2,3,6-tetrahydropyridine-1-carboxylate is focused on understanding its mechanism of action at molecular levels. Collaborative efforts between academic institutions and pharmaceutical companies are expected to yield new insights into its therapeutic potential. Additionally, green chemistry approaches are being explored to develop more sustainable synthesis routes for this compound.

In conclusion, tert-butyl 5-methyl-1,tetrahydropyridine-carboxlate is a multifaceted compound with significant implications in modern chemistry and pharmacology. Its unique structure and versatile properties make it a valuable tool for researchers aiming to address unmet medical needs and develop innovative solutions across diverse industries.

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