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

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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

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Safety

Hazard Codes: Xn
Risk Statements: 22
Safety Statements: 20-35
WGK Germany: 3
HS Code: 29349990

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

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

TCI Chemical

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

TRC

Product number: D453403
Product name: 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
Packaging: 10g
Price: $655
Updated: 2021/12/16

Usbiological

Product number: 274683
Product name: 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
Packaging: 1g
Price: $340
Updated: 2021/12/16

SynQuest Laboratories

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

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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

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3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester Suppliers

Belgium 1 Canada 1 China 219 India 4 Japan 1 United Kingdom 4 United States 19 Global 249

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View Lastest Price from 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester manufacturers

R&D Scientific Inc.

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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

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

Hubei Chuchang Biotech Co., Ltd.

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

287944-16-5, 3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterRelated Search:

Potassium Phosphate Monobasic Sodium phosphate monobasic 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester (E)-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PROPEN-1-OL (E)-2-(3-METHOXY-1-PROPEN-1-YL)-4 4 5 5& 3,6-DIHYDRO-2H-PYRAN-4-BORONIC ACID (2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester

2H-Pyran, 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2h-pyran, 95%

3,6-Dihydro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-pyran

2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane

3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester

3,6-Dihydro-2H-pyran-4-bo...

3,6-Dihydro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

3,6-Dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-pyran, 2-(3,6-Dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester 97%

3-hydroxy-2,3-dimethylbutan-2-yl hydrogen (3,6-dihydro-2H-pyran-4-yl)boronate

3,6-Dihydro-2H-pyran-4-ylboronic acid pinacol ester

3,6-Dihydro-2<I>H</I>-pyran-4-boronic acid pinacol ester

3,6-Dihydro-2H-pyran-4-boronic acid picol ester

3,6-Dihydro-2H-pyran-4-boronic acid pinacoL

5H-pyran-4-yl-(4,4,5,5 tetramethyl)-1,3,2 dioxaborolane

3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester CAS:287944-16-5

3,6-Dihydropyran-4-boronic acid pinacol ester

3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester - [D6927]

287944-16-5

Boronate Esters

Boronic Acids and Derivatives

Chemical Synthesis

Heteroaryl Boronate Esters

Organometallic Reagents

Organoborons

Organic boronic acid