Cas no 937591-69-0 (2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(2,3-Dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a boronic ester derivative commonly used as an intermediate in Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane moiety enhances shelf life and handling convenience, while the dihydrobenzofuran scaffold offers versatility in pharmaceutical and agrochemical synthesis. The tetramethyl substitution improves solubility in organic solvents, facilitating reaction conditions. This compound is particularly valuable for constructing complex heterocyclic systems due to its compatibility with diverse functional groups and mild reaction conditions. Its high purity and consistent performance make it a reliable choice for research and industrial applications in medicinal chemistry and material science.
2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane structure
937591-69-0 structure
Product Name:2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:937591-69-0
MF:C14H19BO3
MW:246.109864473343
MDL:MFCD09743046
CID:1024685
PubChem ID:16750469
Update Time:2025-05-21

2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran
    • 2,3-Dihydrobenzofuran-5-boronic acid pinacol ester
    • 2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • RWJUUXWJBMIGKA-UHFFFAOYSA-N
    • ST2403800
    • Z2469998057
    • (2,3-DIHYDROBENZOFURAN-5
    • 2,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran (ACI)
    • MDL: MFCD09743046
    • Inchi: 1S/C14H19BO3/c1-13(2)14(3,4)18-15(17-13)11-5-6-12-10(9-11)7-8-16-12/h5-6,9H,7-8H2,1-4H3
    • InChI Key: RWJUUXWJBMIGKA-UHFFFAOYSA-N
    • SMILES: O1C(C)(C)C(C)(C)OB1C1C=C2C(OCC2)=CC=1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 313
  • Topological Polar Surface Area: 27.7

2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Security Information

2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A019097442-1g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
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Alichem
A019097442-5g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
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Alichem
A019097442-10g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
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$814.00 2023-08-31
Chemenu
CM134696-1g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
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$59 2021-08-05
Chemenu
CM134696-5g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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Chemenu
CM134696-10g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
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$412 2021-08-05
Ambeed
A237346-100mg
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
100mg
$17.0 2025-04-15
Ambeed
A237346-250mg
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
250mg
$25.0 2025-04-15
Ambeed
A237346-1g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
1g
$30.0 2025-04-15
Ambeed
A237346-5g
2-(2,3-Dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
937591-69-0 97%
5g
$136.0 2025-04-15

2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Iodine ,  (T-4)-Trihydro[N-(1-methylethyl)-2-propanamine]boron Solvents: Dichloromethane ;  rt; 5 min, rt
1.2 Reagents: Diisopropylethylamine Solvents: Dichloromethane ;  5 min, rt
1.3 Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: Toluene ;  rt; 12 - 16 h, reflux; reflux → rt; rt → 0 °C
1.4 Solvents: Diethyl ether ;  4 h, 0 °C → rt
Reference
Aminoboranes via Tandem Iodination/Dehydroiodination for One-Pot Borylation
Ramachandran, P. Veeraraghavan ; Hamann, Henry J.; Mishra, Sukriti, ACS Omega, 2022, 7(16), 14377-14389

Production Method 2

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: Toluene ;  18 h, 90 °C
Reference
Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis
Lyu, Hairong ; Kevlishvili, Ilia ; Yu, Xuan ; Liu, Peng ; Dong, Guangbin, Science (Washington, 2021, 372(6538), 175-182

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,2-Dimethoxyethane ;  15 min, 150 °C; 150 °C → rt
Reference
New 2-amino-3,5-dihydro-4H-imidazol-4-one derivatives and their use as BACE inhibitors for treatment of cognitive impairment, Alzheimer disease, neurodegeneration and dementia
, World Intellectual Property Organization, , ,

Production Method 4

Reaction Conditions
1.1 Reagents: Dimethylformamide ,  Sodium hydride Solvents: Acetonitrile ;  24 h, 35 °C
1.2 Reagents: Water ;  35 °C
Reference
Solvent Anions Enable Photoinduced Borylation and Phosphonation of Aryl Halides via EDA Complexes
Pan, Lei; Deckert, Macy M.; Cooke, Maria Victoria; Bleeke, Annika R.; Laulhe, Sebastien, Organic Letters, 2022, 24(35), 6466-6471

Production Method 5

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Cobalt (functionalized in to cobalt oxide core shell supported on silica) ,  Silica Solvents: Tetrahydrofuran ;  24 h, 50 bar, 135 °C
Reference
Development of a General and Selective Nanostructured Cobalt Catalyst for the Hydrogenation of Benzofurans, Indoles and Benzothiophenes
Zhou, Bei; Chandrashekhar, Vishwas G.; Ma, Zhuang; Kreyenschulte, Carsten; Bartling, Stephan; et al, Angewandte Chemie, 2023, 62(10),

Production Method 6

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ;  3 h, rt → 100 °C
Reference
Preparation of imidazole derivatives as NMDA (N-methyl-D-aspartate) receptor subtype 2B selective blockers
, World Intellectual Property Organization, , ,

Production Method 7

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ;  16 h, 90 °C
1.2 Solvents: Water
Reference
Preparation of 1-[2-[(6-amino-9H-purin-9-yl)methyl]phenyl]pyrrolidin-3-amine derivatives as mixed lineage leukemia 1 (MLL1) inhibitors and anti-cancer agents
, World Intellectual Property Organization, , ,

Production Method 8

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  15 psi, rt → 40 °C; 48 h, 40 °C
Reference
Pyrimidine sulfamide derivative, preparation method and medical application thereof
, World Intellectual Property Organization, , ,

Production Method 9

Reaction Conditions
1.1 Reagents: Potassium acetate Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ;  rt; 16 h, 80 °C
Reference
Preparation of 2-(thiophenyl)thiopyran-1,1-dioxides as MMP or TNF-α inhibitors
, World Intellectual Property Organization, , ,

2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Raw materials

2-(2,3-dihydro-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Preparation Products

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