3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
- Product Name
- 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
- CAS No.
- 507462-88-6
- Chemical Name
- 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
- Synonyms
- 4-Hydroxy-2-methoxyphenylboronic acid pinacol ester;3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol;Phenol, 3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
- CBNumber
- CB52719059
- Molecular Formula
- C13H19BO4
- Formula Weight
- 250.1
- MOL File
- 507462-88-6.mol
3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Property
- Boiling point:
- 386.4±32.0 °C(Predicted)
- Density
- 1.11±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 9.28±0.35(Predicted)
- Appearance
- White to off-white Solid
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
- BOR0006648
- Product name
- 3-METHOXY-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.21
- Updated
- 2021/12/16
- Product number
- 7009AB
- Product name
- 3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
- Packaging
- 1g
- Price
- $506
- Updated
- 2021/12/16
- Product number
- BOR0006648
- Product name
- 3-METHOXY-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1229.55
- Updated
- 2021/12/16
- Product number
- 507462886
- Product name
- 3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
- Packaging
- 5g
- Price
- $1411.2
- Updated
- 2021/12/16
- Product number
- CD12067048
- Product name
- 3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
- Purity
- 95+%
- Packaging
- 5g
- Price
- $1426
- Updated
- 2021/12/16
3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Chemical Properties,Usage,Production
Uses
3-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is a useful reagent in the preparation of ethylidenedihydroindolones, that functions as potential checkpoint 1 kinase inhibitors for abrogating the G2 DNA damage checkpoint arrest.
Synthesis
102127-34-4
73183-34-3
507462-88-6
4-Bromo-3-methoxyphenol (5 g, 24.75 mmol) and pinacol ester of bisboronic acid (9.43 g, 37.13 mmol) were dissolved in dioxane (50 mL), and anhydrous potassium acetate (6.1 g, 74.25 mmol) and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane complex (2 g. 2.47 mmol). The reaction mixture was heated to 80 °C and stirred for 16 h under nitrogen protection. After completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with ethyl acetate (50 mL) and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent ratio of petroleum ether: ethyl acetate = 1:1) to afford the target product, 3-methoxy-4-boronic acid pinacol ester phenol (17-c), as a pale yellow solid (2.8 g, 45% yield). The product was analyzed by mass spectrometry (LC-MS, ESI): m/z = 251 [M + H]+.
References
[1] Patent: US2018/208604, 2018, A1. Location in patent: Paragraph 0283-0284
[2] Patent: WO2014/28459, 2014, A1. Location in patent: Page/Page column 107; 108
3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Preparation Products And Raw materials
Raw materials
Preparation Products
3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Suppliers
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