3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
- Product Name
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
- CAS No.
- 287944-16-5
- Chemical Name
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
- Synonyms
- 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane;3,6-Dihydro-2H-pyran-4-bo...;3,6-Dihydro-2H-pyran-4-boronic acid pinacoL;3,6-Dihydropyran-4-boronic acid pinacol ester;3,6-Dihydro-2H-pyran-4-boronic acid picol ester;3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester;3,6-Dihydro-2H-pyran-4-ylboronic acid pinacol ester;3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester 97%;5H-pyran-4-yl-(4,4,5,5 tetramethyl)-1,3,2 dioxaborolane;3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
- CBNumber
- CB31564603
- Molecular Formula
- C11H19BO3
- Formula Weight
- 210.08
- MOL File
- 287944-16-5.mol
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester Property
- Melting point:
- 63-67℃
- Boiling point:
- 238.6±50.0 °C(Predicted)
- Density
- 1.01±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- Solid
- color
- White to off-white
- Water Solubility
- Slightly soluble in water.
- Sensitive
- Moisture Sensitive
- InChI
- InChI=1S/C11H19BO3/c1-10(2)11(3,4)15-12(14-10)9-5-7-13-8-6-9/h5H,6-8H2,1-4H3
- InChIKey
- DOSGEBYQRMBTGS-UHFFFAOYSA-N
- SMILES
- C1OCC=C(B2OC(C)(C)C(C)(C)O2)C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 721352
- Product name
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
- Purity
- 97%
- Packaging
- 1g
- Price
- $105
- Updated
- 2025/07/31
- Product number
- T3217
- Product name
- 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $60
- Updated
- 2025/07/31
- Product number
- D453403
- Product name
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
- Packaging
- 10g
- Price
- $655
- Updated
- 2021/12/16
- Product number
- 274683
- Product name
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
- Packaging
- 1g
- Price
- $340
- Updated
- 2021/12/16
- Product number
- 6H60-1-X9
- Product name
- 3,6-Dihydro-2H-pyran-4-boronic acid, pinacol ester
- Packaging
- 25g
- Price
- $360
- Updated
- 2021/12/16
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester Chemical Properties,Usage,Production
Uses
It plays an important role as intermediate for organic synthesis agrochemical, pharmaceutical and dyestuff field.
Uses
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester can be used:
- To prepare 1,2-dihydro-2-oxopyridine based endocannabinoid system (ECS) modulators.
- As an intermediate in the synthesis of embryonic ectoderm development (EED) inhibitors.
- To prepare pyrrolotriazine based IRAK4 inhibitors.
Synthesis
73183-34-3
188975-30-6
287944-16-5
To a 250 mL round-bottomed flask, a solution of 3,6-dihydro-2H-pyran-4-trifluoromethanesulfonate (2.7 g, 11.6 mmol), PdCl2(dppf) (440 mg, 0.6 mmol), and potassium acetate (3 g, 36 mmol) was added to a solution of dioxane (20 mL), which was subsequently displaced three times with argon to remove air. The reaction mixture was stirred at 80 °C overnight. Upon completion of the reaction, it was cooled to room temperature and filtered through a short column containing diatomaceous earth to remove solid impurities. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (eluent: 10% dichloromethane solution of hexane) to give the final white solid product 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester (2 g, 81% yield).
References
[1] Patent: WO2008/153858, 2008, A1. Location in patent: Page/Page column 307
[2] Patent: US2012/316147, 2012, A1. Location in patent: Page/Page column 32
[3] Patent: WO2012/168350, 2012, A1. Location in patent: Page/Page column 76; 77
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 7, p. 666 - 670
[5] Patent: US2008/318935, 2008, A1. Location in patent: Page/Page column 65
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester Preparation Products And Raw materials
Raw materials
Preparation Products
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester Suppliers
- Tel
- +1-2266000236
- sales@rdscientific.com
- Country
- Canada
- ProdList
- 1920
- Advantage
- 58
View Lastest Price from 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester manufacturers
- Product
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester 287944-16-5
- Price
- US $590.00/g
- Min. Order
- 1g
- Purity
- 99 %
- Supply Ability
- 500 Kg
- Release date
- 2025-09-12
- Product
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester 287944-16-5
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-05
- Product
- 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester 287944-16-5
- Price
- US $1580.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 20tons
- Release date
- 2024-12-25