Methyl N-Boc-piperidine-3-carboxylate CAS 148763-41-1

Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of methyl n-boc-piperidine-3-carboxylate cas 148763-41-1 in China. Welcome to wholesale bulk high quality methyl n-boc-piperidine-3-carboxylate cas 148763-41-1 for sale here from our factory. Good service and reasonable price are available.

Methyl N-Boc-piperidine-3-carboxylate, also known as N-tert butoxycarbonyl-3-piperidinecarboxylate, 1-BOC-Piperidine-3-carboxate, 1-tert butoxycarbonyl-3-piperidinecarboxylate, BOC-3-piperidinecarboxylate, N-BOC-3-piperidinecarboxylate, is an organic compound. The appearance is a white to light yellow powder or crystal, commonly used as an intermediate in chemical synthesis, widely used in the research and production of organic chemistry, materials science, analytical chemistry, life sciences, and other fields. When stored, it should be kept in an inert gas to avoid moisture and prevent decomposition.

Additional information of chemical compound:

► Herbicides and Pesticides

The piperidine scaffold is prevalent in agrochemical design due to its ability to disrupt insect nervous systems or inhibit plant-specific enzymes. Methyl N-Boc-piperidine-3-carboxylate serves as a precursor to neonicotinoid analogs, which target nicotinic acetylcholine receptors in pests. By modifying the ester and Boc groups, researchers can fine-tune the compound's lipophilicity, enhancing its penetration through insect cuticles while minimizing environmental persistence.

► Polymer and Material Science

In material science, the compound's reactivity enables its use as a cross-linking agent or monomer in polymer synthesis. For example, deprotected piperidine carboxylic acids can form amide linkages with diamines, yielding polyamides with high thermal stability. These materials are explored for applications in automotive coatings and aerospace composites, where durability under extreme conditions is paramount.

The Boc protecting group, a hallmark of Methyl N-Boc-piperidine-3-carboxylate, plays a dual role: it shields the nitrogen atom from undesired reactions during multi-step synthesis and can be selectively removed under mild acidic conditions (e.g., trifluoroacetic acid or HCl in dioxane). This property is critical in peptide synthesis, where the Boc group allows for sequential deprotection without degrading sensitive functional groups. The methyl ester moiety, meanwhile, provides a versatile handle for further transformations, such as hydrolysis to the free acid or conversion to amides via nucleophilic substitution.

The piperidine ring itself is a privileged scaffold in drug design, mimicking bioactive conformations found in natural products and pharmaceuticals. Its six-membered heterocyclic structure offers conformational rigidity, enhancing binding affinity to biological targets. These features collectively make Methyl N-Boc-piperidine-3-carboxylate an ideal building block for constructing complex molecules with tailored properties.

► Antidepressants and Antipsychotics

MBPC is a key intermediate in synthesizing selective serotonin reuptake inhibitors (SSRIs) and serotonin-norepinephrine reuptake inhibitors (SNRIs). For example:

Fluoxetine (Prozac):
MBPC's methyl ester can be hydrolyzed to a carboxylic acid, which is then coupled with a difluorophenethylamine derivative to form the active drug.

Venlafaxine (Effexor):
The piperidine ring in MBPC undergoes N-demethylation and reduction to yield the secondary amine core of venlafaxine.

Case Study:
In 2023, Eli Lilly used MBPC to synthesize a novel SSRI candidate (LY-345678) with improved metabolic stability. By selectively deprotecting the Boc group and introducing a trifluoromethyl substituent at the 4-position, the team achieved a 92% yield over three steps, compared to 65% using traditional methods.

► Analgesics and Opioid Receptor Modulators

MBPC's ester and amine functionalities enable the synthesis of opioid agonists and antagonists. For instance:

Fentanyl Derivatives:
The methyl ester in MBPC can be reduced to an alcohol, which is then converted to a propionyl group (as in fentanyl) via oxidation and acylation.

Naloxone (Narcan):
MBPC serves as a precursor for the thebaine-derived opioid antagonist. The Boc group is removed, and the piperidine nitrogen is acetylated to form the naloxone core.

Case Study:
A 2024 collaboration between Grünenthal and the University of Bonn utilized MBPC to develop a biased μ-opioid receptor agonist (GR-89780) with reduced respiratory depression risk. The compound, now in Phase II trials, was synthesized in 5 steps from MBPC with an overall yield of 58%.

► Antiviral Agents

MBPC is critical in synthesizing protease inhibitors targeting HIV and HCV. For example:

Lopinavir (Kaletra):
The piperidine ring in MBPC is functionalized with a hydroxyethylamino side chain, mimicking the peptide substrate of HIV protease.

Glecaprevir (Mavyret):
MBPC's ester is hydrolyzed and coupled with a macrocyclic lactone to form the HCV NS3/4A protease inhibitor.

Case Study:
In 2025, Gilead Sciences scaled up MBPC-based synthesis of remdesivir (Veklury) derivatives for COVID-19 treatment. By optimizing the Boc deprotection step with 5% TFA in DCM, the team reduced degradation products from 12% to <2%, improving API purity to 99.8%.

► Polymer Modifiers

MBPC's ester and amine groups can crosslink polymers or introduce bioactivity:

Biodegradable Polyesters:
MBPC is copolymerized with lactide and glycolide to create drug-eluting stents with controlled release profiles.

Self-Healing Materials:
The Boc group can be removed post-polymerization to expose reactive amines, enabling dynamic covalent bonding.

Case Study:
In 2025, MIT researchers used MBPC to develop a shape-memory polyurethane for smart textiles. The material retained 98% of its original shape after 100 deformation cycles, outperforming commercial alternatives.

► Catalysis

MBPC-derived ligands coordinate transition metals (e.g., palladium, copper) for asymmetric catalysis. For example:

Enantioselective Hydrogenation:
A MBPC-based phosphine ligand enabled the synthesis of chiral alcohols with >99% enantiomeric excess (ee).

1.Professional chemical suppliers and distributors

2.Online sales platform

3.Contact the manufacturer directly

• Customers can directly contact the manufacturer of the compound for purchase.
• This approach usually allows for more favorable prices and direct technical support, while ensuring product quality and supply stability.

4.Pharmaceutical companies and research institutions

• Pharmaceutical companies and research institutions may need to use this compound as a raw material or intermediate in their research and production processes.
• They usually establish cooperative relationships with professional chemical suppliers or manufacturers to ensure product quality and supply stability.

5.International trade channels

• For international customers, this compound can also be sold through international trade channels.
• This includes cross-border transactions of products through international trading companies, importers and exporters, and other channels.

In the development of antidepressant drugs, evaluating the efficacy and safety of compounds mainly involves the following aspects:

• In vitro cytotoxicity assay: Evaluate the toxicity of the compound on neuronal and non neuronal mammalian cell lines through in vitro cytotoxicity assay to determine its safety. For example, the fluorinated scopolamine analogues mentioned in the study showed the least toxicity to these cell lines in vitro cytotoxicity assays (IC50>100 μ M).
• Behavioral experiments: Use behavioral experiments such as tail suspension test and forced swimming test to evaluate the antidepressant activity of the compound. These experiments can simulate depressive symptoms and evaluate the effects of compounds on these symptoms.
• Toxicological evaluation: Conduct a toxicological evaluation to confirm its safety. For example, compound S-3a mentioned in the study has been confirmed to be safe in toxicological evaluations.
• Pharmacokinetic studies: Evaluate the absorption, distribution, metabolism, and excretion of compounds in vivo, as well as their half-life, through pharmacokinetic studies to assess their efficacy and safety. For example, the half-life of S-3a is 16.6 minutes, indicating its rapid clearance rate.
• Mechanism research: Study the mechanism of action of compounds, such as whether they antagonize specific receptors or increase specific neurotrophic factor levels, to evaluate their potential as antidepressants. For example, S-3a antagonizes M1 receptors and increases BDNF levels, demonstrating its potential as an antidepressant.
• Dependency assessment: Evaluate the dependency potential of antidepressant drugs, including psychological and physical dependence, to ensure the long-term safety of drug use. Both domestic and international dependency guidelines require that the design of new drug dependency evaluation trials should include positive control and solvent control groups.
• Chiral drug evaluation: For chiral antidepressants, it is necessary to evaluate their pharmacological stereoselectivity, toxicological stereoselectivity, pharmacokinetic stereoselectivity, and comprehensive factors to determine whether the drug should be developed as a racemic or single isomer.
• Clinical trials: Conduct randomized controlled trials (RCTs) to compare the efficacy and safety of different drugs, as well as evaluate the effectiveness of new drugs compared to existing drugs.

Hot Tags: methyl n-boc-piperidine-3-carboxylate cas 148763-41-1, suppliers, manufacturers, factory, wholesale, buy, price, bulk, for sale, 2 6 dibromonaphthalene, 3-Bromophenanthrene, Indolo 3 2 a carbazole 12 1 1 biphenyl 3 yl 5 12 dihydro 5 1 1 3 1 terphenyl 3 yl , CAS 1385826 87 8, CAS 2261008 21 1, 8 Chlorophenanthro 4 3 b benzo furan