Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate
- Product Name
- Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate
- CAS No.
- 478375-42-7
- Chemical Name
- Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate
- Synonyms
- Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxabo;Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);3-(2-Methoxy-2-oxoethyl)phenylboronic acid, pinacol ester;methyl 2-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate;Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate;3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl-acetic acid Methyl ester;Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate - [M23835];Benzeneacetic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester
- CBNumber
- CB52564192
- Molecular Formula
- C15H21BO4
- Formula Weight
- 276.14
- MOL File
- 478375-42-7.mol
Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate Property
- Boiling point:
- 372.0±25.0 °C(Predicted)
- Density
- 1.07±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- Colorless to light yellow Liquid
Safety
- HS Code
- 2931900090
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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M23835
- Product name
- Methyl2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate
- Purity
- 97%
- Packaging
- 1g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- BOR0007214
- Product name
- METHYL-2-(3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL)ACETATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.4
- Updated
- 2021/12/16
- Product number
- X0829
- Product name
- 3-(2-Methoxy-2-oxoethyl)phenylboronicacidpinacolester
- Packaging
- 10g
- Price
- $1237
- Updated
- 2021/12/16
- Product number
- 478375427
- Product name
- Methyl2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate
- Packaging
- 10g
- Price
- $846.29
- Updated
- 2021/12/16
- Product number
- CM136898
- Product name
- Methyl2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $468
- Updated
- 2021/12/16
Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate Chemical Properties,Usage,Production
Synthesis
150529-73-0
73183-34-3
478375-42-7
Step 1: Synthesis of methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate Methyl 2-(3-bromophenyl)acetate (5.00 g, 21.8 mmol), bis(pinacolato)diboron (11.1 g, 43.7 mmol), and potassium acetate (6.43 g, 65.5 mmol) were dissolved in dioxane (43.7 mL) and degassed by bubbling nitrogen. PdCl2 (dppf)-CH2Cl2 adduct (0.446 g, 0.546 mmol) was added and the reaction mixture was heated to 85 °C and stirred for 4 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate (30 mL) and filtered through diatomaceous earth. The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (220 g silica gel column, elution gradient 0 to 40% ethyl acetate/hexanes) to afford the target product 3-(2-methoxy-2-oxoethyl)phenylboronic acid pinacol ester (6.00 g, 100%) as a colorless oil. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.74 (s, 1H), 7.72 (s, 1H), 7.40 (t, J=1.7 Hz, 1H), 7.38-7.33 (m, 1H), 3.70 (s, 3H), 3.65 (s, 2H), 1.36 (s, 12H). lcmS (M+H) = 277.3; HPLC retention time = 0.99 min (column: BEH C18 2.1×50 mm; mobile phase A: water containing 0.05% TFA; mobile phase B: acetonitrile containing 0.05% TFA; gradient: 2-8% B in 1.6 min; flow rate: 0.8 mL/min).
References
[1] Patent: WO2015/100282, 2015, A1. Location in patent: Page/Page column 279
[2] Patent: US2016/176864, 2016, A1. Location in patent: Paragraph 0792; 0793
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 6, p. 1101 - 1115
[4] Patent: US2011/257172, 2011, A1. Location in patent: Page/Page column 19
[5] Patent: US2011/257173, 2011, A1. Location in patent: Page/Page column 19-21
Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate Preparation Products And Raw materials
Raw materials
Preparation Products
Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate Suppliers
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- Product
- Methyl 2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate 478375-42-7
- Price
- US $3.00/ASSAYS
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-07-09