| Identification | More | [Name]
3,5-Dimethylisoxazole-4-boronic acid | [CAS]
16114-47-9 | [Synonyms]
3,5-DIMETHYISOXAZOLE-4-BORONIC ACID
3,5-DIMETHYL-4-ISOXAZOLEBORONIC ACID
3,5-DIMETHYL-4-ISOXAZOLYLBORONIC ACID
(3,5-DIMETHYLISOXAZOL-4-YL)BORONIC ACID
3,5-DIMETHYLISOXAZOLE-4-BORONIC ACID
AKOS BRN-0206
CHEMBRDG-BB 3200973
TIMTEC-BB SBB004160
3,5-DIMETHYL-4-ISOXAZOLYLBORONIC ACID(CONTAINS UPTO 30% BORONIC ANHYDRIDE)
3,5-DIMETHYLISOXAZOLE-4-BORONIC ACID (97%)
3,5-Dimethyl-4-isoxazolylboronic acid (contains up to 30% anhydride) | [Molecular Formula]
C5H8BNO3 | [MDL Number]
MFCD02677945 | [Molecular Weight]
140.93 | [MOL File]
16114-47-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystal powde | [Melting point ]
108-113 °C | [Boiling point ]
334.0±52.0 °C(Predicted) | [density ]
1.23±0.1 g/cm3(Predicted) | [storage temp. ]
0-6°C | [form ]
powder or crystals | [pka]
6.46±0.58(Predicted) | [Detection Methods]
HPLC | [InChIKey]
DIIFZCPZIRQDIJ-UHFFFAOYSA-N | [CAS DataBase Reference]
16114-47-9(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S3:Keep in a cool place .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
nwg | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT, KEEP COLD | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powde | [Synthesis]
The general procedure for the synthesis of 3,5-dimethylisoxazole-4-boronic acid from 4-bromo-3,5-dimethylisoxazole and triisopropyl borate is as follows:
Synthesis of intermediate 106 (3,5-dimethyl-1,2-oxazol-4-ylboronic acid):
1. A solution of 4-bromo-3,5-dimethyl-1,2-oxazole (4.0 g, 22.7 mmol) in THF (40 mL) was added to a 500 mL three-necked flask fitted with a magnetic stirrer and the reaction system was cooled to -78°C.
2. n-Butyllithium (28.4 mL, 1.6 M solution, 45.0 mmol) was added dropwise to the reaction system with stirring and stirring was continued for about 30 minutes at -65 °C.
3. the temperature of the reaction mixture was raised to -78 °C, followed by the addition of triisopropyl borate (12.81 g, 68.0 mmol).
4. After the temperature of the reaction system was brought to room temperature, stirring was continued for about 16 hours.
5. Upon completion of the reaction, the solvent was removed under reduced pressure, the reaction was quenched with saturated NH4Cl solution and extracted with ethyl acetate.
6. The organic layer was washed with water, dried with anhydrous Na2SO4 and the solvent was removed under reduced pressure.
7. The crude product obtained was purified by silica gel column chromatography to finally obtain the target compound in white solid form (0.4 g, yield: 12.5%). | [References]
[1] Patent: WO2012/11125, 2012, A1. Location in patent: Page/Page column 148-149
[2] Patent: WO2013/24104, 2013, A1. Location in patent: Page/Page column 8 |
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