208465-07-0

Basic information

• Product Name: t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine
• Synonyms: t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine;tert-butyl 4-(tributylstannyl)-5,6-dihydropyridine-1(2H)-carboxylate;3,6-Dihydro-4-(tributylstannyl)-1(2h)-pyridinecarboxylic acid t-butyl ester;4-(Tributylstannyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester;tert-Butyl 4-(tributylstannyl)-3,6-dihydropyridine-1(2H)-carboxylate
• CAS NO: 208465-07-0
• Molecular Formula: C₂₂H₄₃NO₂Sn
• Molecular Weight: 472.29232
• Mol File: 208465-07-0.mol

Chemical Properties

• Boiling Point: 464.392 °C at 760 mmHg
• Flash Point: 234.656 °C
• Appearance: /
• PKA: -1.44±0.40(Predicted)
• CAS DataBase Reference: t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine(208465-07-0)
• EPA Substance Registry System: t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine(208465-07-0)

Safety Data

• Hazardous Substances Data: 208465-07-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine is used as a synthetic intermediate for the preparation of various complex organic molecules. Its presence in Stille coupling reactions allows for the formation of carbon-carbon bonds, which are essential in constructing the molecular frameworks of many pharmaceuticals and specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine is used as a key building block in the synthesis of drug candidates. Its unique structure and reactivity enable the creation of novel compounds with potential therapeutic applications, contributing to the development of new medicines.
Used in Material Science:
t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine is used as a precursor in the development of advanced materials, such as polymers and composites, that exhibit specific properties like improved strength, flexibility, or chemical resistance. Its role in these applications is to provide a stable and functional platform for further chemical modifications and enhancements.
Used in Chemical Research:
In academic and industrial research settings, t-Butoxycarbonyl-4-Tributylstannyl-1,2,3,6-tetrahydropyridine is used as a model compound to study the reactivity and properties of stannylated compounds. This research can lead to a better understanding of the underlying chemical mechanisms and the development of new synthetic strategies and methodologies.

Upstream product

• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 688-73-3 tri-n-butyl-tin hydride 
• 253429-04-8 1-(t-butoxycarbonyl)-4-hydroxy-4-tributylstannyl piperidine 

Downstream Products

• 675109-71-4 3-(5-methyl-3-phenylisoxazol-4-yl)-8-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5H-[1,2,4]triazolo[3,4-a]isoindole 
• 138647-50-4 4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 1394387-84-8 2-(4-(4-chlorophenyl)-5,6-dihydropyridin-1(2H)-yl)-N-((3-isopropylisoxazol-5-yl)methyl)ethanamine 
• 917755-88-5 2-(4-(4-chlorophenyl)-5,6-dihydropyridin-1(2H)-yl)ethanamine 
• 1553930-00-9 2-(2-(4-(4-chlorophenyl)-5,6-dihydropyridin-1(2H)-yl)ethyl)iso-indoline-1,3-dione 
• 208465-04-7 (S)-5-(1-aza-1-tert-butoxycarbonylcyclohex-3-en-4-yl)-3-[(N-methylpyrrolidin-2-yl)methyl]-1-benzoylindole 
• 208465-05-8 5-(1-aza-1-tert-butoxycarbonylcyclohex-3-en-4-yl)-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole 
• 677349-86-9 7-[1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl]-5-(3,4-dimethoxybenzylamino)-2-(furan-2-yl)[1,2,4]triazolo[1,5-c]pyrimidine 

Relevant articles and documents

Flow Photo-Nazarov Reactions of 2-Furyl Vinyl Ketones: Cyclizing a Class of Traditionally Unreactive Heteroaromatic Enones

Nazarov reactions of 2-furyl vinyl ketones and related heteroaromatic enones, to produce furan-fused cyclopentanones using a flow photochemical approach, are described. Compounds possessing this connectivity between heterocycle and ketone (2-furyl, 2-benzofuryl, 2-thiophene-yl, and 2-benzothiophene-yl) have traditionally proven difficult or impossible to cyclize with typical Br?nsted and Lewis acid mediated methods. Using mild flow photochemistry conditions and acetic acid (AcOH) or hexafluoroisopropanol (HFIP) as solvent, these compounds were found to cyclize in 45-97% yields, with typical UV exposure times of 3.4-6.8 min. In all cases, 2-furyl and 2-thiophene-yl enones cyclized, whereas 2-benzofuryl and 2-benzothiophene-yl enones exhibited divergent properties with reactivity patterns tied to the identity of the vinyl group. This report discloses the first photo-Nazarov reactions of tetrahydropyridine-substituted 2-furyl ketones, providing a direct approach to the corresponding fused heterocyclic motifs built around a central cyclopentanone. These motifs constitute the core structures of biologically active natural products, including the marine alkaloid nakadomarin A.

Synthesis and biological evaluation of 1-(isoxazol-5-ylmethylaminoethyl)-4- phenyl tetrahydropyridine and piperidine derivatives as potent T-type calcium channel blockers with antinociceptive effect in a neuropathic pain model

New tetrahydropyridinyl and piperidinyl ethylamine derivatives were designed with hypothetical mapping on pharmacophore model generated from ligand-based virtual screening. The designed compounds were synthesized, and their inhibitory activities on T-type calcium channel were assayed using FDSS and patch-clamp assay. Among them, compounds 7b and 10b showed potent T-type calcium current blocking activity against Cav3.1 (α 1G) and Cav3.2 (α1H) channel simultaneously. With hERG and pharmacokinetics studies, compounds 7b and 10b were evaluated for the antinociceptive effect on rat model of neuropathic pain. They were significantly effective in decreasing the pain responses to mechanical and cold allodynia induced by spinal nerve ligation. These results suggest that modulation of α1G and α1H subtype T-type calcium channels may provide a promising approach for the treatment of neuropathic pain.

CHEMICAL COMPOUNDS

The use of a compound of formula I, Y is a single bond, C=O, C=S or S(O)m where m is 0, 1 or 2; the ring is a 6 membered oaromatic ring or is a 5 or 6 membered heteroaromatic ring; Z and Z' are =C- or -N- provided that both are not N; R1/

Piperidine derivatives as reuptake inhibitors

The present invention provides compounds of formula (I) and a method of inhibiting the reuptake of serotonin and antagonizing the serotonin receptor which comprises administering to a subject in need of such treatment an effective amount of a compound of formula (I).

Cognition enhancing derivatives of isoxazole triazoloindane GABA-A alpha 5 receptor subunit ligands

The present invention relates to compounds of formula I: in which R1 is a linear group or a five membered heterocycle optionally fused to a phenyl ring, R2 is a 5-membered heterocycle, R3 is chosen from a range of substituents, m is 0-3 and n is 0 or 1; the compounds are generally inverse agonists at GABA-A receptors containing the alpha 5 subunit and so are useful in methods of enhancing cognition in subjects with diminished cognition in diseases such as Alzheimer's Disease.

Piperidine derivatives as serotonine reuptake inhibitors

The present invention provides compounds of formula I and a method of inhibiting the reuptake of serotonin, antagonizing the 5-HT1Areceptor and antagonizing the 5-HT2Areceptor which comprises administering to a subject in need of such treatment an effective amount of a compound of formula I.