287944-10-9

Basic information

• Product Name: 2-CYCLOPENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
• Synonyms: 2-CYCLOPENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;1-Cyclopentenyl boronic acid pinacol ester;2-(Cyclopent-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Cyclopenten-1-ylboronic acid, pinacol ester;1,3,2-Dioxaborolane, 2-(1-cyclopenten-1-yl)-4,4,5,5-tetraMethyl-;2-(1-Cyclopenten-1-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane;2-(cyclopent-1-en-1-yl)-4,4,5,5-tetraMethyl-1,3,2- dioxaborolane;1-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1-cyclopentene
• CAS NO: 287944-10-9
• Molecular Formula: C₁₁H₁₉BO₂
• Molecular Weight: 194.07836
• EINECS: 1308068-626-2
• Product Categories: Organoborons
• Mol File: 287944-10-9.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 210 °C at 760 mmHg
• Flash Point: 80.8 °C
• Appearance: /
• Density: 0.96 g/cm³
• Vapor Pressure: 0.284mmHg at 25°C
• Refractive Index: 1.463
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-CYCLOPENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYCLOPENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(287944-10-9)
• EPA Substance Registry System: 2-CYCLOPENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(287944-10-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37
• TSCA: No
• Hazardous Substances Data: 287944-10-9(Hazardous Substances Data)

Usage

General Description

2-CYCLOPENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE is a chemical compound that is used in organic synthesis as a reagent and building block for the synthesis of various organic compounds. It is a dioxaborolane compound, which is known for its stability and reactivity in organic transformations. The cyclopentenyl and tetramethyl groups contribute to its unique properties and enable it to participate in a variety of reactions, including cross-coupling reactions, and others. 2-CYCLOPENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE has been utilized in the development of new pharmaceuticals and agrochemicals due to its versatile nature and ability to serve as a key intermediate in the synthesis of complex organic molecules.

InChI:InChI=1/C11H19BO2/c1-10(2)11(3,4)14-12(13-10)9-7-5-6-8-9/h7H,5-6,8H2,1-4H3

Upstream product

• 17497-52-8 1-iodocyclopentene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 28075-49-2 1-cyclopentenyl triflate 
• 73183-34-3 bis(pinacol)diborane 
• 930-29-0 1-chlorocyclopent-1-ene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 17529-98-5 cyclopentanone p-tolylsulfonylhydrazone 
• 142-29-0 cyclopentene 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5419-55-6 Triisopropyl borate 
• 120-92-3 cyclopentanone 

Downstream Products

• 847547-03-9 2-cyclopent-1-enyl-5-methanesulfonyl-benzoic acid 
• 1041002-84-9 (4R,5R)-4,5-bis(2-cyclopentenylphenyl)-2,2-dimethyl-1,3-dioxolane 
• 1332488-37-5 (3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-2-iodo-4′-isopropyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline] 
• 1332488-86-4 (3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-isoprorpyl-,7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline] 
• 1332484-87-3 (3′R,9′S)-4′-isopropyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinolin]-9′-ol 
• 1332487-50-9 (R)-((5S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-(trifluoromethyl)phenyl)methanol 
• 1332490-87-5 (3′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-isopropyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]5′-oxide 
• 1332490-85-3 (3′R,6′R,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-isopropyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]-6′-yl acetate 
• 1332490-86-4 (3′R,6′S,9′S)-9′-(tert-butyldimethylsilyloxy)-4′-isopropyl-7′,7′-dimethyl-3′-(4-(trifluoromethyl)phenyl)-6′,7′,8′,9′-tetrahydro-3′H-spiro[cyclopentane-1,1′-furo[3,4-c]quinoline]-6′-yl acetate 
• 1332490-10-4 (R)-((S)-5-(tert-butyldimethylsilyloxy)-4-cyclopentenyl-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-isopropylphenyl)methanol 
• 1373840-33-5 5-(cyclopent-1-en-1-yl)-6-[ethyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-N-methyl-2H-indazole-3-carboxamide 
• 1373840-35-7 5-cyclopentyl-6-[ethyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-N-methyl-2H-indazole-3-carboxamide 
• 850036-28-1 cyclopenten-1-ylboronic acid 
• 1421186-63-1 1-((2-cyclopentenylphenyl)ethynyl)-2-methoxynaphthalene 

Relevant articles and documents

Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation

The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.

Development and Mechanistic Studies of Iron-Catalyzed Construction of Csp2-B Bonds via C-O Bond Activation

Herein we describe an iron-catalyzed borylation of alkenyl and aryl carbamates through the activation of a C-O bond. This protocol exhibits high efficiency, a broad substrate scope, and the late-stage borylation of biorelevant compounds, thus providing potential applications in medicinal chemistry. Moreover, this method enables orthogonal transformations of phenol derivatives and also offers good opportunities for the synthesis of multisubstituted arenes. Preliminary mechanistic studies suggest that a FeII/FeIII catalytic cycle via a radical pathway might be involved in the reaction.

Tricyclic pyridine derivatives, medicaments containing such compounds, their use and process for their preparation

The present invention relates to compounds defined by formula I wherein the variables R1-R8 are defined as in the description, possessing valuable pharmacological activity. Particularly, the compounds are inhibitors of cholesterol ester transfer protein (CETP) and thus are suitable for treatment and prevention of diseases which can be influenced by inhibition of this enzyme.