1073354-67-2

Usage

Uses

Used in Chemical Synthesis:
2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER is used as a reagent for the enantiospecific coupling of secondary and tertiary boronic esters with aromatic compounds. This application is particularly important in the field of organic chemistry, as it allows for the selective formation of specific enantiomers, which are crucial in the development of pharmaceuticals and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER is used as a key intermediate in the synthesis of various biologically active compounds. Its ability to selectively form enantiomers makes it a valuable tool in the development of drugs with improved efficacy and reduced side effects.
Used in Material Science:
2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER is also utilized in the field of material science, where it is employed in the synthesis of advanced materials with unique properties. These materials can be used in various applications, such as electronics, sensors, and energy storage devices.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 37586-57-5 4-methyl-3-pentenylmagnesium bromide 
• 2270-59-9 1-bromo-4-methylpent-3-ene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 926-56-7 4-methyl-1,3-pentadiene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 64135-15-5 diethyl (3-methylbut-2-en-1-yl) phosphate 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 556-82-1 3-methyl-2-buten-1-ol 

Downstream Products

• 1270304-94-3 [(1R)-1,5-dimethyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-4-en-1-yl](dimethyl)phenylsilane 
• 3649-81-8 (S)-curcumene 
• 147821-59-8 (S)-4-(3,7-dimethylocta-1,6-dien-3-yl)phenol 

Relevant academic research and scientific papers

Catalytic Boration of Alkyl Halides with Borane without Hydrodehalogenation Enabled by Titanium Catalyst

An unprecedented and general titanium-catalyzed boration of alkyl (pseudo)halides (alkyl-X, X=I, Br, Cl, OMs) with borane (HBpin, HBcat) is reported. The use of titanium catalyst can successfully suppress the undesired hydrodehalogenation products that prevail using other transition-metal catalysts. A series of synthetically useful alkyl boronate esters are readily obtained from various (primary, secondary, and tertiary) alkyl electrophiles, including unactivated alkyl chlorides, with tolerance of other reducing functional groups such as ester, alkene, and carbamate. Preliminary studies on the mechanism revealed a possible radical reaction pathway. Further extension of our strategy to aryl bromides is also demonstrated.

Method for directly preparing alkyl borate compound from alkyl halide

The invention relates to a method for directly preparing an alkyl borate compound from an alkyl halide, which comprises the following steps: in a protective atmosphere, mixing a titanium metal catalyst, an alkali compound, a borate compound and an alkyl halide or sulfonate compound, reacting at 35-100 DEG C for 8-24 hours, so that the alkyl halide or sulfonate compound is directly converted into the alkyl boronic acid pinacol ester compound. The method is simple to operate, low in cost, good in functional group tolerance and wide in substrate application range.

Copper-Catalyzed SN2′-Selective Allylic Substitution Reaction of gem-Diborylalkanes

A Cu/(NHC)-catalyzed SN2′-selective substitution reaction of allylic electrophiles with gem-diborylalkanes is reported. Different substituted gem-diborylalkanes and allylic electrophiles can be employed in this reaction, and various synthetic v

Rhodium-catalyzed dehydrogenative borylation of aliphatic terminal alkenes with pinacolborane

Aliphatic terminal alkenes react with pinacolborane at ambient temperature to afford dehydrogenative borylation compounds as the major product when iPr-Foxap is used as the ligand with cationic rhodium(I) in the presence of norbornene, which acts as the s

Application of the lithiation-borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes

The expedient enantioselective synthesis of 5 bisabolane sesquiterpenes has been achieved using a common, one-pot lithiation-borylation reaction of secondary benzylic carbamates and either protodeboronation or oxidation to give the natural products in few

Total synthesis of (+)-erogorgiaene using lithiation-borylation methodology, and stereoselective synthesis of each of its diastereoisomers

A short (8 steps) synthesis of (+)-erogorgiaene in 44% overall yield from p-methylacetophenone is described. Key steps include lithiation/borylation- protodeboronation to build up the molecule and control the stereochemistry at C1 and C4. The C11 stereoch