55536-71-5

Usage

Uses

Used in Chemical Synthesis:
DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& is used as a solvent in various chemical synthesis processes. Its properties make it suitable for dissolving a wide range of compounds, facilitating reactions and improving the efficiency of the synthesis process.
Used in Organic Synthesis:
In the field of organic synthesis, DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& serves as a versatile reagent. It is employed in numerous reactions, including the formation of new chemical bonds and the modification of existing ones, contributing to the synthesis of complex organic molecules.
Used in Chemical Reactions as a Reagent:
DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& is utilized as a reagent in a variety of chemical reactions. Its ability to participate in different types of reactions, such as substitution, addition, and elimination, makes it a valuable component in the preparation of various chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& is used as a solvent and reagent in the synthesis of various pharmaceutical compounds. Its properties allow for the efficient production of active pharmaceutical ingredients and the development of new medications.
Used in Laboratory Research:
DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& is also used in laboratory research settings. It is employed in various experimental procedures, including the synthesis of new compounds, the study of reaction mechanisms, and the development of novel chemical processes.
Overall, DI-TERT-BUTYL 2 6-DIMETHYL-1 4-DIHYDROP& is a valuable chemical compound with a wide range of applications in various industries, including chemical synthesis, organic synthesis, pharmaceuticals, and laboratory research. Its versatility and properties make it an essential component in the development and production of numerous chemical products.

InChI:InChI=1/C17H27NO4/c1-10-12(14(19)21-16(3,4)5)9-13(11(2)18-10)15(20)22-17(6,7)8/h18H,9H2,1-8H3

Upstream product

• 50-00-0 formaldehyd 
• 1694-31-1 tert-butyl acetoacetate 
• 124-38-9 carbon dioxide 
• 100-97-0 hexamethylenetetramine 

Relevant academic research and scientific papers

Aqueous CO2fixation: construction of pyridine skeletons in cooperation with ammonium cations

A simple and green method is explored for the synthesis of fused pyridines by [2 + 2 + 1 + 1] the cycloaddition of ketones with an ammonium cation under a CO2atmosphere. The reactions employed ammonium cation as a nitrogen source and CO2gas as a carbon source in an aqueous solution. Monoethanolamine (MEA) was used as an additive to increase the solubility of CO2in an aqueous solution. The scope and versatility of the method are demonstrated with 38 examples. Products are found to be photosensitive and show potential applications as organic optoelectronic materials. A selectfluor-promoted reaction mechanism is proposed based on the experimental studies. Our work is superior as it is a metal-free system, uses CO2as a carbon source and MEA as an additive in aqueous synthesis.

Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles

A metal-free, mild and chemodivergent transformation involving nitroalkanes has been developed. Under optimized reaction conditions, in the presence of trichlorosilane and a tertiary amine, aliphatic nitroalkanes were selectively converted into amines or nitriles. Furthermore, when chiral β-substituted nitro compounds were reacted, the stereochemical integrity of the stereocenter was maintained and α-functionalized nitriles were obtained with no loss of enantiomeric excess. The methodology was successfully applied to the synthesis of chiral β-cyano esters, α-aryl alkylnitriles, and TBS-protected cyanohydrins, including direct precursors of four active pharmaceutical ingredients (ibuprofen, tembamide, aegeline and denopamine).

Organocatalyzed biomimetic selective reduction of c=c double bonds of chalcones

In this article, we reported a biomimetic approach for chemoselective reduction of C=C double bonds in chalcones under metal and acid free conditions, that relies on olefin activation by hydrogen bond formation. The process requires only catalytic amount of ephedrine as hydrogen bond donor and utilizes Hantzsch esters for transfer hydrogenation.

A Continuous-Flow, Two-Step, Metal-Free Process for the Synthesis of Differently Substituted Chiral 1,2-Diamino Derivatives

The enantioselective organocatalytic reduction of aryl-substituted nitroenamines was successfully performed under continuous-flow conditions. After a preliminary screening with a 10-μL microreactor, to establish the best reaction conditions, the reduction was scaled up in a 0.5-mL mesoreactor, without appreciable loss of enantioselectivity, that remained constantly higher than 90%. The in-flow nitro reduction was also accomplished, either by Raney nickel catalyzed hydrogenation or by a metal-free methodology based on the use of the very inexpensive and readily available reducing agent trichlorosilane. The final aim is to develop a two-step, continuous-flow process for the stereoselective, metal-free, catalytic synthesis of differently functionalized chiral 1,2-diamines.

Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles

An acceptorless dehydrogenation of heterocycles catalyzed by frustrated Lewis pairs (FLPs) was developed. Oxidation with concomitant liberation of molecular hydrogen proceeded in high to excellent yields for N-protected indolines as well as four other substrate classes. The mechanism of this unprecedented FLP-catalyzed reaction was investigated by mechanistic studies, characterization of reaction intermediates by NMR spectroscopy and X-ray crystal analysis, and by quantum-mechanical calculations. Hydrogen liberation from the ammonium hydridoborate intermediate is the rate-determining step of the oxidation. The addition of a weaker Lewis acid as a hydride shuttle increased the reaction rate by a factor of 2.28 through a second catalytic cycle.

Organocatalytic Enantioselective Transfer Hydrogenation of β-Amino Nitroolefins

The asymmetric organocatalytic transfer hydrogenation of β-acylamino and β-tert-butyloxycarbonylamino nitroolefins has been successfully realised in excellent enantioselectivities and yields (up to >99% ee, 97% yield) with a simple thiourea catalyst and a Hantzsch ester as hydrogen source, giving a direct access to enantiomerically pure β-amino nitroalkanes. (Figure presented.).

Selective Debromination and α-Hydroxylation of α-Bromo Ketones Using Hantzsch Esters as Photoreductants

Two transformations initiated by photoinduced one-electron transfer to α-bromo ketones have been demonstrated. Hantzsch esters donate one electron to α-bromo ketones under photoirradiation, promoting reductive debromination. Subsequent reactions of the resulting radical species of the ketones with molecular oxygen and Hantzsch esters lead to α-hydroxylation or debromination, respectively. The relative dominance of the two pathways depends profoundly on the reaction conditions, including solvent, O2 levels, and the concentration of the Hantzsch esters. The synthetic protocols feature advantages because they require the environmentally benign sources, molecular oxygen and visible light.

Laccase-catalyzed oxidation of Hantzsch 1,4-dihydropyridines to pyridines and a new one pot synthesis of pyridines

The laccase-catalyzed oxidation of 1,4-dihydropyridines to pyridines using aerial O2 as the oxidant exclusively delivers pyridines with yields up to 95% under mild reaction conditions. Combination of the Hantzsch 1,4-dihydropyridine synthesis with the newly developed laccase-catalyzed oxidation forms the basis of a facile and environmentally benign method for the synthesis of pyridines in one pot.

Single nucleotide-catalyzed biomimetic reductive amination

We have successfully developed a single nucleotide (adenosine 5'-diphosphate)-catalyzed enantioselective direct reductive amination of aldehydes and ketones using a Hantzsch ester as reducing agent. The process is a simple, efficient and a real mimic of the NADH reduction approach for the synthesis of structurally diverse amines. This reaction is the first report demonstrating the ability of a single nucleotide as catalyst and one of the most genuine biomimetic reactions of organic chemistry.

Efficient synthesis of Hantzsch esters and polyhydroquinoline derivatives in aqueous micelles

Hantzsch 1,4-dihydropyridine and polyhydroquinoline derivatives were synthesized in excellent yields in aqueous micelles. The reaction is catalyzed by PTSA and strongly accelerated by ultrasonic irradiation. Georg Thieme Verlag Stuttgart.