ChemicalBook > CAS DataBase List > (2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester

(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester

Product Name
(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester
CAS No.
1142363-56-1
Chemical Name
(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester
Synonyms
4,4,5,5-tetramethyl-2-(2,2,6,6-tetramethyl-3H-pyran-4-yl)-1,3,2-dioxaborolane;2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-boronic Acid Pinacol Ester;2,2,6,6-TetraMethyl-3,6-dihydro-2H-pyran-4-boronic acid pinacol ester, 97%;(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester;2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-boronic acid pinacol ester, 97%,;(2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid pinacol ester;2,2,6,6-tetramethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran;4,4,5,5-tetraMethyl-2-(2,2,6,6-tetraMethyl-3,6-dihydro-2H-pyran-4-yl)-1,3,2-dioxaborolane;2H-Pyran, 3,6-dihydro-2,2,6,6-tetramethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber
CB51486446
Molecular Formula
C15H27BO3
Formula Weight
266.18
MOL File
1142363-56-1.mol
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(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester Property

Boiling point:
281.9±50.0 °C(Predicted)
Density 
0.97±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
solid
Appearance
White to off-white Solid
InChI
InChI=1S/C15H27BO3/c1-12(2)9-11(10-13(3,4)17-12)16-18-14(5,6)15(7,8)19-16/h9H,10H2,1-8H3
InChIKey
VOXXPMAJNSVUKJ-UHFFFAOYSA-N
SMILES
C1(C)(C)OC(C)(C)C=C(B2OC(C)(C)C(C)(C)O2)C1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BML00218
Product name
(2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid pinacol ester
Purity
Aldrich
Packaging
1g
Price
$569
Updated
2025/07/31
American Custom Chemicals Corporation
Product number
BOR0001844
Product name
(2,2,6,6-TETRAMETHYL-3,6-DIHYDRO-2H-PYRAN-4-YL)BORONIC ACID, PINACOL ESTER
Purity
95.00%
Packaging
1G
Price
$509.01
Updated
2021/12/16
AK Scientific
Product number
X3653
Product name
(2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid pinacol ester
Packaging
250mg
Price
$167
Updated
2021/12/16
Crysdot
Product number
CD11347231
Product name
4,4,5,5-Tetramethyl-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)-1,3,2-dioxaborolane
Purity
95+%
Packaging
1g
Price
$218
Updated
2021/12/16
Chemenu
Product number
CM205111
Product name
4,4,5,5-Tetramethyl-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)-1,3,2-dioxaborolane
Purity
95+%
Packaging
1g
Price
$238
Updated
2021/12/16
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(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester Chemical Properties,Usage,Production

Synthesis

1142363-55-0

73183-34-3

1142363-56-1

(b) 2,2,6,6-tetramethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran-1-yl 1,2,2,3,3,4,4,4-ninafluorobutane-1-sulfonate (43.8 g, 0.100 mol) was dissolved in anhydrous dimethoxyethane (DME, 500 mL ), bis(pinacolato)diboron (27.9 g, 0.109 mol), 1,1'-bis(diphenylphosphino)ferrocene (1.60 g, 2.90 mmol), and potassium acetate (KOAc, 29.4 g, 0.30 mol) were added sequentially. After degassing by sonication under argon protection, a 1:1 complex of [1,1'-bis(diphenylphosphino)-ferrocene]-palladium(II) dichloride with dichloromethane (2.19 g, 2.68 mmol) was added. The reaction mixture was heated and stirred at 80 °C overnight. After completion of the reaction, it was cooled to room temperature and filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: 0-2% ethyl acetate/hexane) to afford (2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid pinacol ester as a white solid (17 g, 64% yield).1H-NMR (CDCl3; 400 MHz): δ 6.40 (t, 1H, J = 1.8 Hz), 1.97 (d, 2H, J = 1.8 Hz), 1.21 (s, 12H), 1.18 (s, 6H), 1.13 (s, 6H).

References

[1] Patent: US2009/105296, 2009, A1. Location in patent: Page/Page column 44

(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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1142363-56-1, (2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol esterRelated Search:

2-bromo-6-(2,2,6,6-tetramethyltetrahydro-pyran-4-yl)pyridin-3-ylamine 2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-amine 6-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-pyridin-3-ylamine 4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxamide 2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 5-nitro-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)-pyridine 4-cyano-N-(2-(4,4-dimethylcyclohex-1-en-1-yl)-6-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)pyridin-3-yl)- 1H-imidazole-2-carboxamide

  • (2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)boronic acid, pinacol ester
  • 4,4,5,5-tetraMethyl-2-(2,2,6,6-tetraMethyl-3,6-dihydro-2H-pyran-4-yl)-1,3,2-dioxaborolane
  • 2,2,6,6-TetraMethyl-3,6-dihydro-2H-pyran-4-boronic acid pinacol ester, 97%
  • 2,2,6,6-tetramethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran
  • 2H-Pyran, 3,6-dihydro-2,2,6,6-tetramethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 4,4,5,5-tetramethyl-2-(2,2,6,6-tetramethyl-3H-pyran-4-yl)-1,3,2-dioxaborolane
  • 2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-boronic acid pinacol ester, 97%,
  • (2,2,6,6-Tetramethyl-3,6-dihydro-2<i>H</i>-pyran-4-yl)boronic acid pinacol ester
  • 2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-boronic Acid Pinacol Ester
  • 1142363-56-1
  • C15H27BO3