1-Boc-indole-4-boronic Acid Pinacol Ester
- Product Name
- 1-Boc-indole-4-boronic Acid Pinacol Ester
- CAS No.
- 893441-86-6
- Chemical Name
- 1-Boc-indole-4-boronic Acid Pinacol Ester
- Synonyms
- N-Boc-do-4-frequency ol borate;1-Boc-indole-4-boronic Acid Pinacol Ester;1-tert-Butoxycarbonyl-indole-4-boronic acid pinacol ester;tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole-1-carboxylate;tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate;1H-Indole-1-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
- CBNumber
- CB02682628
- Molecular Formula
- C19H26BNO4
- Formula Weight
- 343.23
- MOL File
- 893441-86-6.mol
1-Boc-indole-4-boronic Acid Pinacol Ester Property
- Boiling point:
- 454.6±37.0 °C(Predicted)
- Density
- 1.08±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- 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
- 5098AJ
- Product name
- 1-Boc-indole-4-boronicacidpinacolester
- Packaging
- 250mg
- Price
- $141
- Updated
- 2021/12/16
- Product number
- 5098AJ
- Product name
- 1-Boc-indole-4-boronicacidpinacolester
- Packaging
- 5g
- Price
- $1018
- Updated
- 2021/12/16
- Product number
- CM218235
- Product name
- tert-Butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate
- Purity
- 95+%
- Packaging
- 10g
- Price
- $1201
- Updated
- 2021/12/16
- Product number
- CD11027087
- Product name
- tert-Butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate
- Purity
- 95+%
- Packaging
- 10g
- Price
- $1285
- Updated
- 2021/12/16
- Product number
- 893441866
- Product name
- tert-Butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate
- Packaging
- 10g
- Price
- $1300
- Updated
- 2021/12/16
1-Boc-indole-4-boronic Acid Pinacol Ester Chemical Properties,Usage,Production
Synthesis
676448-17-2
73183-34-3
893441-86-6
KOAc (9 g, 91 mmol) was added to a solution of tert-butyl 4-bromo-1H-indole-1-carboxylate (9 g, 30 mmol) and bis(pinacolato)diboron (8.45 g, 33 mmol) in DMSO (180 mL). The suspension was purged with nitrogen (3 times) before addition of Pd(dppf)Cl2 (744 mg, 912 μmol). The reaction mixture was stirred at 80 °C for 12 hours. Upon completion of the reaction, the suspension was poured into water (400 mL) and extracted with EtOAc (300 mL × 2). The combined organic layers were washed with brine (200 mL), dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (PE:EtOAc = 40:1) to afford tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate (7.8 g, 22.7 mmol, 75.8% yield) as a white solid. nmr (cdcl3, 400 MHz) δ ppm. 1.38 (s, 12H), 1.68 (s, 9H), 7.09 (d, J = 3.6 Hz, 1H), 7.30 (t, J = 7.6 Hz, 1H), 7.61 (d, J = 3.2 Hz, 1H), 7.70 (d, J = 7.2 Hz, 1H), 8.24 (d, J = 8 Hz, 1H); ESIMS measured value c19h26bno4 [m+h]+ 344.1.
References
[1] Patent: WO2017/23993, 2017, A1. Location in patent: Paragraph 0687; 0688
[2] Patent: WO2017/23986, 2017, A1. Location in patent: Paragraph 0705; 0706
[3] Patent: WO2017/23973, 2017, A1. Location in patent: Paragraph 0704
[4] Patent: WO2017/24026, 2017, A1. Location in patent: Paragraph 0686; 0687
1-Boc-indole-4-boronic Acid Pinacol Ester Preparation Products And Raw materials
Raw materials
Preparation Products
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