4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER Chemical Properties

Boiling point:

427.1±47.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

10.00±0.10(Predicted)

form 

solid

color 

Off-white to light yellow

InChI

InChI=1S/C12H18BNO4S/c1-11(2)12(3,4)18-13(17-11)9-5-7-10(8-6-9)19(14,15)16/h5-8H,1-4H3,(H2,14,15,16)

InChIKey

XDDLLUBKOZYOMY-UHFFFAOYSA-N

SMILES

C1(S(N)(=O)=O)=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1

Safety Information

HS Code 

2931900090

4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER Usage And Synthesis

Uses

4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER is used for preparation of Valdecoxib.

Synthesis

Potassium acetate (2.5 g, 24.4 mmol) was added to a solution of 4-bromobenzenesulfonamide (2.00 g, 9.32 mmol) and bis(pinacolato)diboron (2.40 g, 9.32 mmol) in DMSO (20 mL) and the mixture was degassed for 45 minutes. Then [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (220 mg, 0.26 mmol) was added and the mixture was heated to 90??C for 16 hours. Once cooled, the reaction mixture was diluted with EtOAc (30 mL), washed with water (3 x 30 mL), dried over MgSO4 and concentrated under vacuum. The residue was ground from Et2O (50 mL) and HCl (1 M, 50 mL), and the solid formed was dissolved in CH2Cl2 (30 mL) and filtered through a silica gel pad washed with Et2O, followed by concentration to give phenylsulfonamide-4-boronic acid as an off-white solid, 13% yield, 550 mg.

4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER(214360-51-7)Related Product Information

• 2-Boronobenzenesulfonamide
• (3-AMINOSULPHONYL)BENZENEBORONIC ACID
• 4-(Aminosulfonyl)phenylboronic acid
• BENZENESULFONAMIDE-3-BORONIC ACID PINACOL ESTER
• 4-(PYRROLIDINE-1-SULFONYL)PHENYLBORONIC ACID, PINACOL ESTER
• 4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester
• N-METHYL-4-BENZENESULFONAMIDEBORONIC ACID PINACOL ESTER
• 4-(TERT-BUTYLAMINO)SULFONYLPHENYLBORONIC ACID PINACOL ESTER
• 4-(N-CYCLOPROPYLSULFONAMIDE)PHENYLBORONIC ACID PINACOL ESTER
• 4-SULFAMOYLPHENYLBORONIC ACID, PINACOL ESTER