86101-48-6

Usage

Uses

Used in Pharmaceutical Production:
2,2-dimethyl-4-Pentynoic acid is utilized as a key component in the synthesis of pharmaceuticals, leveraging its chemical properties to contribute to the development of new medications.
Used in Organic Intermediates:
As an organic intermediate, 2,2-dimethyl-4-Pentynoic acid plays a crucial role in the production of various organic compounds, facilitating the creation of a wide array of chemical products.
Used in Agrochemical Synthesis:
2,2-dimethyl-4-Pentynoic acid is employed as a chemical intermediate in the synthesis of agrochemicals, contributing to the development of products that enhance agricultural productivity.
Used in Lubricating Oils:
2,2-dimethyl-4-Pentynoic acid is used as a corrosion inhibitor in lubricating oils, helping to extend the life of machinery and reduce maintenance requirements by preventing corrosion.
Used in Coatings, Adhesives, and Sealants Production:
2,2-dimethyl-4-Pentynoic acid is also utilized in the production of coatings, adhesives, and sealants, where its properties enhance the performance and durability of these materials.
It is imperative to handle 2,2-dimethyl-4-Pentynoic acid with care due to its potential hazards if not properly managed, ensuring safety in its application across various industries.

Upstream product

• 106-96-7 propargyl bromide 
• 79-31-2 isobutyric Acid 
• 86101-49-7 Methyl 2,2-Dimethylpent-4-ynoate 
• 107540-02-3 ethyl 2,2-dimethyl-4-pentynoate 
• 75-98-9 Trimethylacetic acid 

Downstream Products

• 29945-90-2 2,2-dimethyl-4-pentynamide 
• 167390-48-9 N-benzyl-2,2-dimethyl-4-pentynamide 
• 1257866-18-4 (6S,2'R)-6-(methoxymethoxy)-5,5-dimethyl-octa-2,7-diynoic acid 1-(toluene-4-sulfonyloxymethyl)-but-2-ynyl ester 
• 470-49-5 2,2-dimethyl-4-oxo-pentanoic acid 
• 1044507-20-1 2,2-dimethyl-5-(4-methylphenyl)pent-4-ynoic acid 
• 1397290-00-4 2,2-dimethylpent-3-ynal 
• 1612869-08-5 (1S,2S)-1-((S)-6-allyl-6-methylcyclohex-1-enyl)-2-hydroxy-5-methyl-2-(2-methylpent-3-yn-2-yl)hex-4-enyl benzoate 
• 1612869-07-4 (1R,2R)-1-((S)-6-allyl-6-methylcyclohex-1-enyl)-2-hydroxy-5-methyl-2-(2-methylpent-3-yn-2-yl)hex-4-enyl benzoate 
• 1612868-99-1 (4S,5S)-5-((S)-6-allyl-6-methylcyclohex-1-enyl)-4-(3-methylbut-2-enyl)-4-(2-methylpent-3-yn-2-yl)-1,3-dioxolan-2-one 
• 1612868-98-0 (4R,5R)-5-((S)-6-allyl-6-methylcyclohex-1-enyl)-4-(3-methylbut-2-enyl)-4-(2-methylpent-3-yn-2-yl)-1,3-dioxolan-2-one 
• 1612868-97-9 (4S,5S)-5-((S)-6-(3-hydroxypropyl)-6-methylcyclohex-1-enyl)-4-(3-methylbut-2-enyl)-4-(2-methylpent-3-yn-2-yl)-1,3-dioxolan-2-one 

Relevant academic research and scientific papers

Chiral Deuterium Labeling: New Method for Determination of Rotational Propensities

Determination of internal rotational propensities in thermal rearrangements of cyclic compounds has, in the past, involved the use of optical activity as a tracer and has required usually arduous correlation of configurations between the educt and products by chemical means.Replacement of this method by introduction of a chiral, diastereomeric deuterium hydrogen methylene group permits configurational relations to be established by NMR - either 2H NMR or 1H NMR alone or with LIS enhancement.As a first application of the new method, the relative rotational propensity, RA, of the cyano and isobutenyl groups in 1-cyano-2-isobutenyl-2,3-dideuteriocyclopropane has been determined to be 3.9 +/- 0.5.

Neopentyl Esters as Robust Linkers for Introducing Functionality to Bis-MPA Dendrimers

A series of neopentyl carboxylic acids bearing functionality amenable to click chemistry were prepared and then appended to high-generation bis-MPA dendrons via fluoride-promoted esterification. The nucleophilic stability of neopentyl and non-neopentyl dendrons in acidic to basic phosphate buffers was compared by monitoring degradation via quantitative 1H nuclear magnetic resonance (NMR). The neopentyl periphery dendrons were found to be highly resistant to hydrolysis under all experimental conditions. The neopentyl groups also did not impede click functionalization onto the dendrons.

Copper-Catalyzed Modular Access to N-Fused Polycyclic Indoles and 5-Aroyl-pyrrol-2-ones via Intramolecular N—H/C—H Annulation with Alkynes: Scope and Mechanism Probes

Copper-catalyzed intramolecular N—H/C—H annulation with alkynes has been developed. A variety of densely functionalized heterocycles, such as pyrrolo[1,2-a]indoles, indolo[1,2-c]quinazolin-2-ones, oxazolo[3,4-a]indoles, and imidazo[1,5-a]indoles, were synthesized in an atom- and step-economical manner, owing to the high modularized feature of aniline moiety, the linker moiety, as well as the alkyne moiety. By simply changing the oxidant from di-tert-butyl peroxide (DTBP) to 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), the reaction could readily be transformed to the aminooxygenation pathway, which grabs one oxygen atom from the TEMPO to generate 5-aroyl-pyrrol-2-ones. Mechanistic experiments indicate that vinyl radical is involved in this reaction and an amidyl-radical-initiated radical cascade might be responsible for this transformation.

Direct β- and γ-C(sp3)?H Alkynylation of Free Carboxylic Acids**

In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp3)?H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α-quaternary and challenging α-non-quaternary can be used as substrates. Additionally, the alkynylation in the distal γ-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained.

Single-Molecule Observation of the Intermediates in a Catalytic Cycle

The development of catalysts benefits from knowledge of the intermediate steps that accelerate the transformations of substrates into products. However, key transient species are often hidden in ensemble measurements. Here, we show that a protein nanoreac

Enantioselective Total Synthesis of Nigelladine A via Late-Stage C-H Oxidation Enabled by an Engineered P450 Enzyme

An enantioselective total synthesis of the norditerpenoid alkaloid nigelladine A is described. Strategically, the synthesis relies on a late-stage C-H oxidation of an advanced intermediate. While traditional chemical methods failed to deliver the desired outcome, an engineered cytochrome P450 enzyme was employed to effect a chemo- and regioselective allylic C-H oxidation in the presence of four oxidizable positions. The enzyme variant was readily identified from a focused library of three enzymes, allowing for completion of the synthesis without the need for extensive screening.

Cascade Metathesis Reactions for the Synthesis of Taxane and Isotaxane Derivatives

Tricyclic isotaxane and taxane derivatives have been synthesized by a very efficient cascade ring-closing dienyne metathesis (RCDEYM) reaction, which formed the A and B rings in one operation. When the alkyne is present at C13 (with no neighboring gem-dimethyl group), the RCEDYM reaction leads to 14,15-isotaxanes 16 a,b and 18 b with the gem-dimethyl group on the A ring. If the alkyne is at the C11 position (and thus flanked by a gem-dimethyl group), RCEDYM reaction only proceeds in the presence of a trisubstituted olefin at C13, which disfavors the competing diene ring-closing metathesis reaction, to give the tricyclic core of Taxol 44.

NOVEL TRICYCLIC COMPOUNDS AND PREPARATION THEREOF

The present invention provides novel tricyclic compound of Formula I or its stereoisomer or ester or pharmaceutically acceptable salts and preparation thereof useful for treatment of cancer.

Biodistribution of Fracture-Targeted GSK3β Inhibitor-Loaded Micelles for Improved Fracture Healing

Bone fractures constitute a major cause of morbidity and mortality especially in the elderly. Complications associated with osteoporosis drugs and the age of the patient slow bone turnover and render such fractures difficult to heal. Increasing the speed of fracture repair by administration of a fracture-targeted bone anabolic agent could find considerable application. Aspartic acid oligopeptides are negatively charged molecules at physiological pH that adsorb to hydroxyapatite, the mineral portion of bone. This general adsorption is the strongest where bone turnover is highest or where hydroxyapatite is freshly exposed. Importantly, both of these conditions are prominent at fracture sites. GSK3β inhibitors are potent anabolic agents that can promote tissue repair when concentrated in a damaged tissue. Unfortunately, they can also cause significant toxicity when administered systemically and are furthermore difficult to deliver due to their strong hydrophobicity. In this paper, we solve both problems by conjugating the hydrophobic GSK3β inhibitor to a hydrophilic aspartic acid octapeptide using a hydrolyzable bond, thereby generating a bone fracture-targeted water-soluble form of the drug. The resulting amphiphile is shown to assemble into micelles, extending its circulation time while maintaining its fracture-targeting abilities. For measurement of pharmacokinetics, an 125I was introduced at the location of the bromine in the GSK3β inhibitor to minimize any structural differences. Biodistribution studies demonstrate a greater than 4-fold increase in fracture accumulation over healthy bone.

Highly efficient synthesis of the tricyclic core of taxol by cascade metathesis

An efficient enantioselective synthesis of the ABC tricyclic core of the anticancer drug Taxol is reported. The key step of this synthesis is a cascade metathesis reaction, which leads in one operation to the required tricycle if appropriate fine-tuning o