N-Boc-indole-2-boronic acid
- Product Name
- N-Boc-indole-2-boronic acid
- CAS No.
- 213318-44-6
- Chemical Name
- N-Boc-indole-2-boronic acid
- Synonyms
- 1-Boc-indoL;AKOS BRN-0155;e-2-boronic acid;CBI-BB ZERO/004903;N-Boc-indole-2-boronicaci;1-BOC-2-INDOLEBORONIC ACID;1-Boc-indol-2-boronic acid;N-BOC-INDOLE-2-BORONIC ACID;1-BOC-INDOLE-2-BORONIC ACID;1-BOC-1H-INDOLE-2-BORONIC ACID
- CBNumber
- CB7199260
- Molecular Formula
- C13H16BNO4
- Formula Weight
- 261.08
- MOL File
- 213318-44-6.mol
N-Boc-indole-2-boronic acid Property
- Melting point:
- 84-94 °C 85-90 °C (lit.)
- Boiling point:
- 443.5±55.0 °C(Predicted)
- Density
- 1.17±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- pka
- 8.12±0.30(Predicted)
- form
- powder to crystal
- color
- White to Orange to Green
- BRN
- 8148683
- CAS DataBase Reference
- 213318-44-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-37/39-26
- WGK Germany
- 3
- Hazard Note
- IrritantKeep Cold
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H228Flammable solid
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378In case of fire: Use … for extinction.
N-Bromosuccinimide Price
- Product number
- 675911
- Product name
- N-Boc-indole-2-boronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $61.1
- Updated
- 2025/07/31
- Product number
- 675911
- Product name
- N-Boc-indole-2-boronic acid
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $291
- Updated
- 2025/07/31
- Product number
- B5145
- Product name
- 1-(tert-Butoxycarbonyl)indole-2-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1G
- Price
- $56
- Updated
- 2025/07/31
- Product number
- B600693
- Product name
- 1-BOC-indole-2-boronicacid
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B600693
- Product name
- 1-BOC-indole-2-boronicacid
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
N-Boc-indole-2-boronic acid Chemical Properties,Usage,Production
Chemical Properties
White to light yellow crystal powde
Uses
Reactant involved in:
- Suzuki-Miyaura cross-coupling reactions
- Copper-catalyzed trifluoromethylation
- Palladium-catalyzed benzylation
- Homocoupling reactions
General Description
May contain varying amounts of anhydride
Synthesis
5419-55-6
75400-67-8
213318-44-6
Step 2: Synthesis of 1-(tert-butoxycarbonyl)-1H-indole-2-boronic acid Lithium diisopropylammonium (140 mL, 2.0 M in hexane) was slowly added dropwise to a solution of ethoxyethane (500 mL) containing tert-butyl 1H-indole-1-carboxylate (26 g, 119.67 mmol) and triisopropylboronate (30 g, 159.57 mmol) at -70 °C. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio ethyl acetate/petroleum ether = 1:5) during the reaction. Upon completion of the reaction, the reaction was quenched with 200 g of ice-water mixture, followed by adjusting the pH with 10% hydrochloric acid solution to 7. The reaction mixture was extracted with ethyl ether (100 mL x 1), and the organic layers were combined and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave 13 g (67% yield) of the target compound 1-(tert-butoxycarbonyl)-1H-indole-2-boronic acid as a white solid.
References
[1] Organic and Biomolecular Chemistry, 2007, vol. 5, # 8, p. 1218 - 1227
[2] Patent: US2008/139558, 2008, A1. Location in patent: Page/Page column 67
[3] Patent: EP2687530, 2014, A1. Location in patent: Paragraph 0096
N-Boc-indole-2-boronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
N-Boc-indole-2-boronic acid Suppliers
- Tel
- --
- Fax
- --
- interchim@interchim.com
- Country
- France
- ProdList
- 6302
- Advantage
- 76
- Tel
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- Fax
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- info@borochem.fr
- Country
- France
- ProdList
- 852
- Advantage
- 46
View Lastest Price from N-Boc-indole-2-boronic acid manufacturers
- Product
- N-Boc-indole-2-boronic acid 213318-44-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%-100%
- Supply Ability
- 1
- Release date
- 2018-08-10