Iodomethylboronic acid, pinacol ester Chemical Properties

Boiling point:

64-65 °C(Press: 0.2 Torr)

Density 

1.47±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

form 

Chloroform, Dichloromethane

Appearance

Light yellow to brown Liquid

InChIKey

UBNNPAYFVZFWPE-UHFFFAOYSA-N

Safety Information

HS Code 

2931900090

Iodomethylboronic acid, pinacol ester Usage And Synthesis

Chemical Properties

Chloroform, Dichloromethane

Uses

Used in the preparation of Taspase1 inhibitors and α-methylene-γ-butyrolactones. α-Methylene-γ-butyrolactones have the ability to suppress growth in pancreatic carcinoma cells.

Uses

Iodomethylboronic acid pinacol esterUsed is in the preparation of Taspase1 inhibitors and α-methylene-γ-butyrolactones. α-Methylene-γ-butyrolactones have the ability to suppress growth in pancreatic carcinoma cells.

Synthesis

The general procedure for the synthesis of iodomethylboronic acid pinacol ester from bromomethylboronic acid pinacol ester is as follows:[Example 22] Synthesis of 2-(iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. 2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.0 g, 8.3 mmol) was mixed with acetone (17 ml), sodium iodide (1.9 g, 13 mmol) was added, and the reaction mixture was stirred for 2 hours at room temperature. After completion of the reaction, the insoluble impurities were removed by filtration and the filtrate was concentrated under reduced pressure to remove the solvent. Hexane was added to the residue and filtered to remove insoluble matter. Finally, the solvent was evaporated under reduced pressure to afford the target product pinacol ester of iodomethylboronic acid (2.2 g, 97% yield). The product was characterized by 1H-NMR (CDCl3): δ 1.29 (12H, s), 2.59 (2H, s).

References

[1] Patent: EP2062901, 2009, A1. Location in patent: Page/Page column 21-22

Iodomethylboronic acid, pinacol ester(70557-99-2)Related Product Information

• CATECHOLBORANE
• Boric acid
• Iodopropynyl butylcarbamate