Indole-4-boronic acid pinacol ester
- CAS No.
- 388116-27-6
- Chemical Name:
- Indole-4-boronic acid pinacol ester
- Synonyms
- 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE;4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole;Indole-4-boronic acid pin...;Indole-4-boronicacid,pinacolester;Indole-4-boronic acid picol ester;1H-indol-4-ylboronic acid pinacol;1H-Indole-4-boronic acid, pinacol ester;5-(4 4 5 5-TETRAMETHYL-1 3 2-DIOXABOROL&;Indole-4-boronic acid pinacol ester, 97+%;REF DUPL: Indole-4-boronic acid pinacol ester
- CBNumber:
- CB5498640
- Molecular Formula:
- C14H18BNO2
- Molecular Weight:
- 243.11
- MDL Number:
- MFCD08689896
- MOL File:
- 388116-27-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 120-125 °C(lit.) |
|---|---|
| Boiling point | 396.0±15.0 °C(Predicted) |
| Density | 1.11±0.1 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | solid |
| pka | 16.83±0.30(Predicted) |
| Appearance | White to off-white Solid |
| InChI | InChI=1S/C14H18BNO2/c1-13(2)14(3,4)18-15(17-13)11-6-5-7-12-10(11)8-9-16-12/h5-9,16H,1-4H3 |
| InChIKey | QDCIXBBEUHMLDN-UHFFFAOYSA-N |
| SMILES | N1C2=C(C(B3OC(C)(C)C(C)(C)O3)=CC=C2)C=C1 |
| UNSPSC Code | 12352103 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38-36 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2933299090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
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| NFPA 704 |
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Indole-4-boronic acid pinacol ester price More Price(57)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 771872 | Indole-4-boronic acid pinacol ester 95% | 388116-27-6 | 1g | $50.6 | 2023-06-20 | Buy |
| Sigma-Aldrich | 771872 | Indole-4-boronic acid pinacol ester 95% | 388116-27-6 | 5g | $286 | 2021-12-16 | Buy |
| Usbiological | 289821 | 4-(4,4,5,5-Tetramethyl)-1,3,2-dioxaborolan-2-yl)-1H-indole Asreported | 388116-27-6 | 1g | $360 | 2026-06-03 | Buy |
| Usbiological | 289821 | 4-(4,4,5,5-Tetramethyl)-1,3,2-dioxaborolan-2-yl)-1H-indole Asreported | 388116-27-6 | 2g | $531 | 2026-06-03 | Buy |
| Usbiological | 289821 | 4-(4,4,5,5-Tetramethyl)-1,3,2-dioxaborolan-2-yl)-1H-indole Asreported | 388116-27-6 | 5g | $785 | 2026-06-03 | Buy |
Indole-4-boronic acid pinacol ester Chemical Properties,Uses,Production
Chemical Properties
White powder
Uses
Indole-4-boronic acid, pinacol ester
Synthesis
52488-36-5
73183-34-3
388116-27-6
The general procedure for the synthesis of 4-indoleboronic acid pinacol ester from 4-bromoindole and biboronic acid pinacol ester is as follows: (a) Preparation of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole. 4-Bromoindole (1.00 g, 5.10 mmol), bis(pinacolato)diboron (1.68 g, 6.63 mmol), potassium acetate (1.44 g, 15.3 mmol), and dichlorodi(diphenylphosphine)palladium(II) dichloride dichloromethane complex (206 mg, 0.26 mmol) were added to a 50 mL round-bottomed flask under argon gas protection. Anhydrous dimethyl sulfoxide (16 mL) was then added and the reaction mixture was heated at 90 °C with stirring for 4 hours. After completion of the reaction, it was cooled to room temperature, filtered through a short column of silica gel and the filter cake was washed with tert-butyl methyl ether (2 x 50 mL). The filtrates were combined, washed with saturated saline (3 x 50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by fast column chromatography (ethyl acetate/heptane, 1:4) to afford 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole as a white solid (1.24 g, quantitative yield).
References
[1] Patent: US2008/280891, 2008, A1. Location in patent: Page/Page column 30
[2] Patent: WO2008/8059, 2008, A1. Location in patent: Page/Page column 81-82
[3] Organic Letters, 2012, vol. 14, # 2, p. 600 - 603
[4] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 12, p. 2496 - 2500
[5] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
Indole-4-boronic acid pinacol ester Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Changzhou Kechem Bio-Scientific Co., LTD. | 0519-68985668 13685222090 | sales@kechem.cn | China | 26012 | 58 |
| Changzhou ruiqing medical technology co., LTD | 0519-85859396 15380475813;15380475813 | 656870630@qq.com | China | 389 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
View Lastest Price from Indole-4-boronic acid pinacol ester manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-02-13 | Indole-4-boronic acid pinacol ester
388116-27-6
|
$300.00 | 1g | 97 | 50 Kg | R&D Scientific Inc. | |
 |
2021-07-13 | Indole-4-boronic acid pinacol ester
388116-27-6
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2021-07-10 | Indole-4-boronic acid pinacol ester
388116-27-6
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-
- Indole-4-boronic acid pinacol ester
388116-27-6
- $300.00
- 97
- R&D Scientific Inc.
-
- Indole-4-boronic acid pinacol ester
388116-27-6
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- Indole-4-boronic acid pinacol ester
388116-27-6
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
