5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID

Product Name: 5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID
CAS No.: 925921-29-5
Chemical Name: 5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID
Synonyms: 5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID;5-(tert-butoxycarbonyl)thiophen-2-ylboronic acid;[5-[(2-methylpropan-2-yl)oxy-oxomethyl]-2-thiophenyl]boronic acid;2-Thiophenecarboxylic acid, 5-borono-, 2-(1,1-dimethylethyl) ester
CBNumber: CB11515429
Molecular Formula: C9H13BO4S
Formula Weight: 228.07
MOL File: 925921-29-5.mol

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5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID Property

Boiling point:: 391.1±52.0 °C(Predicted)
Density: 1.24±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka: 7.90±0.53(Predicted)

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Safety

HS Code: 2934999090

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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

TRC

Product number: B810288
Product name: 5-tert-Butoxycarbonylthiophene-2-boronicAcid
Packaging: 50mg
Price: $45
Updated: 2021/12/16

AK Scientific

Product number: V9187
Product name: 5-tert-Butoxycarbonylthiophene-2-boronicacid
Packaging: 1g
Price: $251
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: BOR0004105
Product name: 5-TERT-BUTOXYCARBONYL THIOPHENE-2-BORONIC ACID
Purity: 95.00%
Packaging: 1G
Price: $289.8
Updated: 2021/12/16

AK Scientific

Product number: V9187
Product name: 5-tert-Butoxycarbonylthiophene-2-boronicacid
Packaging: 5g
Price: $651
Updated: 2021/12/16

Crysdot

Product number: CD11012134
Product name: (5-(tert-Butoxycarbonyl)thiophen-2-yl)boronicacid
Purity: 95+%
Packaging: 5g
Price: $1013
Updated: 2021/12/16

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5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID Chemical Properties,Usage,Production

Uses

5-tert-Butoxycarbonylthiophene-2-boronic Acid is used as a reactant in the synthesis of oxotetrahydrofuropyrrolyl derivatives as cathepsin inhibitors.

Synthesis

62224-20-8

5419-55-6

925921-29-5

General procedure for the synthesis of (5-(tert-butoxycarbonyl)thiophen-2-yl)boronic acid from tert-butyl 5-bromothiophene-2-carboxylate and triisopropyl borate: tert-butyl 5-bromothiophene-2-carboxylate (19 g, 72 mmol) was added drop-wise to tetrahydrofuran (THF, 400 mL) solution of tert-butyl 5-bromothiophene-2-carboxylate (29 mL, 72 mmol) at -78 °C. After dropwise addition, the reaction mixture was continued to be stirred for 30 min, followed by slow addition of triisopropyl borate (15 g, 79 mmol). After 2 hours of reaction, the reaction was quenched by the addition of saturated aqueous ammonium chloride (NH4Cl, 100 mL) and the mixture was gradually warmed to room temperature. Upon completion of the reaction, the organic and aqueous layers were separated, and the organic layer was dried over anhydrous sodium sulfate (Na2SO4), concentrated and purified by silica gel column chromatography (eluent: 0-75% ethyl acetate/hexanes) to afford the target product, (5-(tert-butoxycarbonyl)thiophen-2-yl)boronic acid (8.9 g, 56% yield), as a brown solid. Its 1H NMR (500 MHz, DMSO-d6) data were as follows: δ 7.71 (d, J=3.5 Hz, 1H), 7.49 (d, J=3.5 Hz, 1H), 1.49 (s, 9H).

References

[1] Patent: WO2007/18941, 2007, A2. Location in patent: Page/Page column 116-117

5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID Suppliers

China 11 India 1 United States 3 Global 15

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925921-29-5, 5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACIDRelated Search:

5-Hydroxymethylthiophene-2-boronic acid THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER-5-BORIC ACID 5-Carboxythiophene-2-boronic acid 5-PROPIONYL-2-THIOPHENEBORONIC ACID 5-Formyl-2-thiopheneboronic acid 5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID

5-TERT-BUTOXYCARBONYLTHIOPHENE-2-BORONIC ACID

5-(tert-butoxycarbonyl)thiophen-2-ylboronic acid

[5-[(2-methylpropan-2-yl)oxy-oxomethyl]-2-thiophenyl]boronic acid

2-Thiophenecarboxylic acid, 5-borono-, 2-(1,1-dimethylethyl) ester

925921-29-5