32559-18-5

Basic information

• Product Name: METHYL PIPECOLINATE HYDROCHLORIDE
• Synonyms: METHYL PIPERIDINE-2-CARBOXYLATE HYDROCHLORIDE;METHYL PIPECOLINATE HCL;METHYL PIPECOLINATE HYDROCHLORIDE;TIMTEC-BB SBB003755;METHY PIPECOLINATE HCL;MethyPipecolinateHydrochloride;N-methyl pipecolinate hydrochloride;Methyl 2-piperidinecarboxylate hydrochloride
• CAS NO: 32559-18-5
• Molecular Formula: C₇H₁₃NO₂*ClH
• Molecular Weight: 179.64
• EINECS: 203-105-6
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Piperidines
• Mol File: 32559-18-5.mol

Chemical Properties

• Melting Point: 205 °C (dec.)(lit.)
• Boiling Point: 235.3 °C at 760 mmHg
• Flash Point: 96.1 °C
• Appearance: /
• Vapor Pressure: 0.0408mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL PIPECOLINATE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL PIPECOLINATE HYDROCHLORIDE(32559-18-5)
• EPA Substance Registry System: METHYL PIPECOLINATE HYDROCHLORIDE(32559-18-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 32559-18-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl pipecolinate hydrochloride is used as a reactant for the synthesis of a pipecolic linker, which is an important component in the development of antiviral agents. Its role in the synthesis process contributes to the creation of new and effective antiviral medications.
Used in Chemical Synthesis:
Methyl pipecolinate hydrochloride is used as a reactant in various chemical synthesis processes, particularly in the production of compounds with potential applications in different industries. Its versatility as a reactant makes it a valuable component in the synthesis of various organic compounds.

InChI:InChI=1/C7H13NO2.ClH/c1-10-7(9)6-4-2-3-5-8-6;/h6,8H,2-5H2,1H3;1H

Upstream product

• 67-56-1 methanol 
• 4043-87-2 pipecolic Acid 
• 38195-81-2 1-oxy-pyridine-2-carboxylic acid methyl ester 
• 111479-60-8 methyl (2RS)-6-oxopiperidine-2-carboxylate 

Downstream Products

• 139456-27-2 4-Acetyl-2-(4-chloro-phenyl)-7,8,9,9a-tetrahydro-2H,6H-pyrido[1,2-d][1,2,4]triazin-1-one 
• 132910-79-3 (+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate 
• 187807-26-7 1-Benzyl-piperidine-2-carboselenoic acid Se-methyl ester 
• 157634-02-1 tert-butyl 2-formylpiperidine-1-carboxylate 
• 210917-27-4 methyl 1-[4-(4-chlorophenyl)piperazine-1-sulfonyl]-piperidine-2-(RS)-carboxylate 
• 208256-79-5 1-[N-(3,5-difluorophenylacetyl)-L-alaninyl]piperidine-2-carboxylate methyl ester 
• 200006-72-0 N-[(3-oxo-3-phenyl)propyl]pipecolic acid methyl ester 

Relevant articles and documents

Synthesis of bicyclic pyrazinones via addition of heterocyclic amines to a nitro-alkene

Michael addition of heterocyclic amines (6), (10), (13) and (17) to nitro- olefin (3) followed by reduction/cyclization of the nitro group of the adduct provides a convenient synthesis of the bicyclic pyrazinones (8), (12), (16), (19) and (20) which are found in several natural products.

Method for preparing amine compound by reducing amide compound

The invention relates to a method for preparing an amine compound by reducing an amide compound, which comprises the following steps: in a protective atmosphere, mixing the amide compound or cyclic amide, a zirconium metal catalyst and pinacol borane, carrying out amide reduction reaction at room temperature, and carrying out aftertreatment by using an ether solution of hydrogen chloride after 12-48 hours to obtain an amine hydrochloride compound. The method is simple to operate, low in cost, good in functional group tolerance and wide in substrate range.

Heterocyclic lactam derivative and purpose thereof as a bactericidal agent for crop pathogenic bacteria

The invention discloses a heterocyclic lactam derivative. The heterocyclic lactam derivative has a structure as shown by a formula (I). The invention also discloses a purpose of the compound as a bactericidal agent for crop pathogenic bacteria. A test result shows that the compound shown by the formula (I) has better bactericidal activity to gibberella zeae, magnapothe grisea, sclerotinia sclerotiorum, altermaria alternate, colletotrichum fructicola sinensis miyake and phomopsis adianticola when being 100ppm or below, and further, has the activity which is obviously higher than that of a heterocyclic lactaminol intermediate, and therefore, the heterocyclic lactam derivative has a great application prospect in the aspects of the comprehensive prevention and treatment of the crop pathogenicbacteria.(The formula is shown in the description.).

Heterocyclic pyrrolizinone and indolizinones derived from natural lactam as potential antifungal agents

With the aim to develop highly potential active heterocyclic compounds, two series of multi-substituted pyrrolizinone and indolizinones derived from lactam were designed, synthesized and evaluated for their potential antifungal activities against six species of the plant pathogen fungi (Fusarium graminearum, Sclerotinia sclerotiorum, Phomopsis adianticola, Gloeosporium theae-sinensis, Alternaria tenuis Nees, Magnaporthe oryzae). The structure of all the newly molecules were confirmed by analytical spectroscopic data, including 1H NMR, 13C NMR and ESI-MS. According to the preliminary studies on bio-evaluation assay, some of the obtained compounds exhibited moderate and broad-spectrum activities against six fungi compared to the intermediates 6a, 6f and the hymexazol. Particularly, the inhibition rate of compounds 7l, 7m and 7t reached 69.25%, 74.76%, 65.38% against Phomopsis adianticola and Magnaporthe oryzae in vitro activity. Furthermore, compounds 7l and 7t displayed obviously inhibition activities against Phomopsis adianticola compared to the hymexazol. Consequently, compounds 7l and 7t with six-membered alkane ring could be used as new motifs for further investigation.

Captopril analogues as metallo-β-lactamase inhibitors

A number of captopril analogues were synthesised and tested as inhibitors of the metallo-β-lactamase IMP-1. Structure–activity studies showed that the methyl group was unimportant for activity, and that the potencies of these inhibitors could be best improved by shortening the length of the mercaptoalkanoyl side-chain. Replacing the thiol group with a carboxylic acid led to complete loss of activity, and extending the length of the carboxylate group led to decreased potency. Good activity could be maintained by substituting the proline ring with pipecolic acid.

Stereoselective Synthesis of Tricyclic Diproline Analogues that Mimic a PPII Helix: Structural Consequences of Ring-Size Variation

Polycyclic proline-derived scaffolds (ProMs) have recently demonstrated their value as conformationally defined dipeptide analogs for the modular construction of secondary structure mimetics, specifically interfering with PPII helix-mediated protein-protein interactions. We disclose the stereoselective synthesis of two new tricyclic amino acid scaffolds (ProM-4 and ProM-8) that differ from the first generation scaffold ProM-1 by the size of ring A. Conformational preferences and subtle structural differences of the three homologous scaffolds were analyzed by X-ray crystallography, computational calculations, and NMR spectroscopy. N-tert-butoxycarbonyl(Boc)-3-(1-propenyl)azetidine-2-carboxylic acid was prepared from L-aspartic acid through β-lactam intermediates. The corresponding piperidine-based building block rac-N-Boc-3-vinylpipecolic acid was synthesized by Cu-catalyzed 1,4-addition of vinyl-MgBr to methyl N-Boc-2,3-dehydropipecolate. Target molecules were prepared through peptide coupling of the respective ring A building blocks with cis-5-vinylproline tert-butyl ester and subsequent ring-closing metathesis. Selective deprotection of a tert-butyl carbamate (N-Boc protecting group) in the presence of a tert-butyl ester was achieved with trifluoroacetic acid at 0 C. Two new tricyclic amino acid scaffolds, which differ from the first generation scaffold by the size of ring A, were stereoselectively synthesized. The conformational analysis of the three homologous scaffolds was revealed by NMR spectroscopy.

A new highly versatile handle for chemistry on a solid support: The pipecolic linker

The design, synthesis, and potential application of the pipecolic linker is presented. This new versatile handle can immobilize primary, secondary, and aromatic amines, as well as alcohols, phenols, and hydrazides, on a solid support. Compared with other linkers, the anchoring step is easy and efficient. The release of final products from the resin proceeds upon acidic treatment with high purities. The pipecolic linker offers the promise of being using in peptide chemistry to produce peptides modified at the N and C terminus, peptidomimetics, as well as small organic molecules.

Design, synthesis, and antiviral evaluation of phenanthrene-based tylophorine derivatives as potential antiviral agents

A series of C9-substituted phenanthrene-based tylophorine derivatives (PBTs) were designed, synthesized, and first evaluated for their antiviral activities against tobacco mosaic virus (TMV). These compounds contain a phenanthrene core structure and can be synthesized some efficiently with excellent yields compared with tylophorine alkaloid. The bioassay results show that some of these compounds exhibited higher antiviral activity against TMV in vivo than tylophorine and commercial Ningnanmycin. Especially, compounds 3, 4, 9, 13, and 16 emerged as potential inhibitors of plant virus. These new findings demonstrate that these phenanthrene-based tylophorine derivatives (PBTs) represent another new template for antiviral studies and could be considered for novel therapy against plant virus infection.

6' SUBSTITUTED COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein R1—R4 A, B, D, E, and G are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

Microwave-assisted esterification of diverse carboxylic acids and chiral amino acids

A facile and efficient synthetic method of esters from their corresponding carboxylic acids and amino acids is described. The esterification reaction of carboxylic acids and amino acids could be greatly accelerated under microwave irradiation because the reactions described in this article took place in only 5 min with almost quantitative yields, and distinct acidity of catalytic acids was well tolerated. Unlike the racemation problem in microwave-assisted N-acylation reactions, the esters of chiral amino acids could be achieved with retention of configuration under this condition. Copyright Taylor & Francis Group, LLC.