ChemicalBook > CAS DataBase List > N-Boc-indole-2-boronic acid

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
675911
Product name
N-Boc-indole-2-boronic acid
Purity
≥95%
Packaging
1g
Price
$61.1
Updated
2025/07/31
Sigma-Aldrich
Product number
675911
Product name
N-Boc-indole-2-boronic acid
Purity
≥95%
Packaging
5g
Price
$291
Updated
2025/07/31
TCI Chemical
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
TRC
Product number
B600693
Product name
1-BOC-indole-2-boronicacid
Packaging
250mg
Price
$55
Updated
2021/12/16
TRC
Product number
B600693
Product name
1-BOC-indole-2-boronicacid
Packaging
1g
Price
$75
Updated
2021/12/16
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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

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N-Boc-indole-2-boronic acid Suppliers

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View Lastest Price from N-Boc-indole-2-boronic acid manufacturers

Career Henan Chemical Co
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

213318-44-6, N-Boc-indole-2-boronic acidRelated Search:

Indoline Indole-3-butyric acid Indole-3-acetic acid Folic acid Ethyl 2-(Chlorosulfonyl)acetate tert-Butyl carbazate tert-Butanol Indometacin Indole N-Boc-2-pyrroleboronic acid Citric acid Ascoric Acid 2-Chlorothiophene-3-boronic acid 2-Formylthiophene-4-boronic acid Benzothiophene-3-boronic acid FURAN-2-BORONIC ACID 4-Methyl-3-thiopheneboronic acid 2-Formylthiophene-3-boronic acid

  • CBI-BB ZERO/004903
  • AKOS BRN-0155
  • 1-(TERT-BUTOXYCARBONYL)INDOLE-2-BORONIC ACID
  • 1-T-BUTOXYCARBONYLINDOLE-2-BORONIC ACID
  • 1-(TERT-BUTOXYCARBONYL)-1H-INDOL-2-YLBORONIC ACID
  • 1-N-TERT-BUTOXYCARBONYLINDOLE-2-BORONIC ACID
  • 1-(N-BOC)-INDOLE-2-BORONIC ACID
  • 1-BOC-2-INDOLEBORONIC ACID
  • 1-BOC-1H-INDOLE-2-BORONIC ACID
  • 1-BOC-INDOLE-2-BORONIC ACID
  • N-BOC-INDOLE-2-BORONIC ACID
  • N-(TERT-BUTOXYCARBONYL)-1H-INDOLE-2-BORONIC ACID
  • N-(TERT-BUTOXYCARBONYL)INDOLE-2-BORONIC ACID
  • Indole-2-boronic acid, N-BOC protected
  • Indole-2-boronic acid, N-BOC protected 98%
  • 1-(tert-Butoxycarbonyl)-1H-indole-2-boronic acid
  • 1H-Indole-2-boronic acid, N-BOC protected
  • 1H-Indole-1-carboxylic acid, 2-borono-, 1-(1,1-dimethylethyl) ester
  • 1-(tert-butoxycarbonyl)indole-2-boronic acid, N-(tert-butoxycarbonyl)indole-2-boronic acid
  • 1-Boc-indol-2-boronic acid
  • 1-(tert-Butoxycarbonyl)-1H-indol-2-ylboronic acid , May contain varying amounts of anhydride, 97%
  • 1H-Indole-2-boronic acid, N-BOC protected 98%
  • 1-(N-Boc)-1H-indol-2-ylboronic acid
  • 1-N-Boc-indole-2-boronic acid, N-(Boc)-indole-2-boronic acid, N-Boc-indol-2-ylboronic acid, N-Boc-indole-2-boronic acid
  • 1-(tert-Butoxycarbonyl)-1H-indol-2-ylboronic acid, 97%, May contain varying aMounts of anhydride
  • N-Boc-indole-2-boronic acid >=95%
  • 1-Boc-Indole-2-Boronic Acid，98%
  • e-2-boronic acid
  • 1-Boc-indoL
  • N-Boc-indole-2-boronicaci
  • 1-(tert-Butoxycarbonyl)indole-2-boronic Acid (contains varying amounts of Anhydride)
  • 1-(1,1-Dimethylethyl) 2-borono-1H-indole-1-carboxylate
  • 1-(tert-Butyl) 2-borono-1H-indol-1-carboxylate
  • <i>N</i>-Boc-indole-2-boronic acid
  • 1-(tert-Butoxycarbonyl)indole-2-boronic acid - [B2000]
  • (1-BOC-1H-Indol-2-yl)boronic acid
  • 213318-44-6
  • C13H16BNO4
  • C13H14BNO4
  • Boronic Acids and Derivatives
  • Boronic Acids
  • Heteroaryl
  • Organometallic Reagents
  • Boronic acids
  • Boronic acid
  • Indole
  • Organoborons
  • blocks
  • BoronicAcids
  • IndolesOxindoles