ChemicalBook > CAS DataBase List > 1-Boc-indole-4-boronic Acid Pinacol Ester

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
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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
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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.

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N-Bromosuccinimide Price

AK Scientific
Product number
5098AJ
Product name
1-Boc-indole-4-boronicacidpinacolester
Packaging
250mg
Price
$141
Updated
2021/12/16
AK Scientific
Product number
5098AJ
Product name
1-Boc-indole-4-boronicacidpinacolester
Packaging
5g
Price
$1018
Updated
2021/12/16
Chemenu
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
Crysdot
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
Alichem
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
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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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1-Boc-indole-4-boronic Acid Pinacol Ester Suppliers

Changsha Luxing Bio-Chem Technology Co., Ltd.
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893441-86-6, 1-Boc-indole-4-boronic Acid Pinacol EsterRelated Search:


  • 1-Boc-indole-4-boronic Acid Pinacol Ester
  • tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate
  • 1-tert-Butoxycarbonyl-indole-4-boronic acid pinacol ester
  • 1H-Indole-1-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
  • N-Boc-do-4-frequency ol borate
  • tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole-1-carboxylate
  • 893441-86-6