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(Dimethylphenylsilyl)boronic Acid Pinacol Ester

for Organic Synthesis
Specification Assay :
90.0+% (capillary GC)
Manufacturer :
FUJIFILM Wako Pure Chemical Corporation
Storage Condition :
Keep at RT.
CAS RN® :
185990-03-8
Molecular Formula :
C14H23BO2Si
Molecular Weight :
262.23
  • Structural Formula
  • Label
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SDS
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Package Size
Price
Inventory
Distributor
049-33941
Barcode No
4548995047861
1G
List Price
93.00 USD

In stock in Japan

Distributor
045-33943
Barcode No
4548995047878
5G
List Price
308.00 USD

In stock in Japan

Document

SDS
Product Specification Sheet
Spectral Data
Certificate of Analysis
Calibration Certificate

Sila-Borylation

Because of the usefulness of Suzuki-Miyaura reaction, the carbon-boron bond formation is one of the key reactions in the synthesis for pharmaceuticals and functional materials. However, in order to synthesize pinacolatoborane, B(pin), by the usual borylation reaction, improvement is required because expensive noble metal catalyst is often used. This product gives pinacolatoborane without using transition metal catalyst.

Features

  • B(pin) can be synthesized under basic condition without transition metal catalyst.
  • Formation of B(pin) can also be carried out with a sterically bulky substrate.
  • Applicable to asymmetric synthesis by silyl borylation for alkyne.

Applications

Borylation of arylharide

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Borylation of arylhalide with alkoxy substituent

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Borylation of alkyl bromide

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Borylation and silylation of C-C double bond

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Borylation and silylation of C-C triple bonds

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syn-Homo allyl alcohol synthesis using borylation and silylation

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References
  • Amamoto, E., Izumi, K., Horita, Y. and Ito, H.: J. Am. Chem. Soc., 134, 19997 (2012).
  • Ito, H., Horita, Y. and Yamamoto, E.: Chem. Commun., 48, 8006 (2012).
  • Gryparis, C. and Stratakis, M.: Org. Lett., 16, 1430 (2014).
  • Miura, T., Nishida, Y. and Murakami, M.: J. Am. Chem. Soc., 136, 6223 (2014).

Overview / Applications

Outline This product is for research use only. Do not administer it to human.


This reagent is used for preparation of a boronic acid pinacol ester from a halogenated aryl.
This reaction is promoted under a basic condition without using a transition metal catalyst such as palladium.


[Yamamoto, E., Izumi, K., Horita, Y. and Ito, H.: J. Am. Chem. Soc., 134, 19997 (2012).]
Precautions for Use Packed on argon gas

Property

Appearance Colorless - pale yellowish brown, clear - slightly muddy liquid

Manufacturer Information

Alias

Author : K. Onoue

For research use or further manufacturing use only. Not for use in diagnostic procedures.

Product content may differ from the actual image due to minor specification changes etc.

If the revision of product standards and packaging standards has been made, there is a case where the actual product specifications and images are different.

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