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Cas Database

762263-66-1

762263-66-1

Identification

  • Product Name:Boronic acid,B-(4-hydroxy-3-methylphenyl)-

  • CAS Number: 762263-66-1

  • EINECS:

  • Molecular Weight:151.958

  • Molecular Formula: C7H9 B O3

  • HS Code:

  • Mol File:762263-66-1.mol

Synonyms:Boronicacid, (4-hydroxy-3-methylphenyl)- (9CI); (4-Hydroxy-3-methylphenyl)boronic acid

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:4-Hydroxy-3-methylbenzeneboronicacid
  • Packaging:50mg
  • Price:$ 100
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  • Product Description:4-Hydroxy-3-methylbenzeneboronicacid
  • Packaging:25mg
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  • Product Description:(4-Hydroxy-3-methylphenyl)boronicacid 95+%
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  • Product Description:(4-Hydroxy-3-methylphenyl)boronicacid 95+%
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  • Product Description:(4-Hydroxy-3-methylphenyl)boronicacid 98.13%
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  • Product Description:(4-Hydroxy-3-methylphenyl)boronicacid 98.13%
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Relevant articles and documentsAll total 2 Articles be found

Pd- And Ni-Based Systems for the Catalytic Borylation of Aryl (Pseudo)halides with B2(OH)4

Munteanu, Charissa,Spiller, Taylor E.,Qiu, Jun,Delmonte, Albert J.,Wisniewski, Steven R.,Simmons, Eric M.,Frantz, Doug E.

, p. 10334 - 10349 (2020/09/18)

Despite recent advancements in metal-catalyzed borylations of aryl (pseudo)halides, there is a continuing need to develop robust methods to access both early-stage and late-stage organoboron intermediates amendable for further functionalization. In particular, the development of general catalytic systems that operate under mild reaction conditions across a broad range of electrophilic partners remains elusive. Herein, we report the development and application of three catalytic systems (two Pd-based and one Ni-based) for the direct borylation of aryl (pseudo)halides using tetrahydroxydiboron (B2(OH)4). For the Pd-based catalyst systems, we have identified general reaction conditions that allow for the sequestration of halide ions through simple precipitation that results in catalyst loadings as low as 0.01 mol % (100 ppm) and reaction temperatures as low as room temperature. We also describe a complementary Ni-based catalyst system that employs simple unligated Ni(II) salts as an inexpensive alternative to the Pd-based systems for the borylation of aryl (pseudo)halides. Extrapolation of all three systems to a one-pot tandem borylation/Suzuki-Miyaura cross-coupling is also demonstrated on advanced intermediates and drug substances.

FARNESOID X RECEPTOR AGONISTS

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Page/Page column 80, (2008/06/13)

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Process route upstream and downstream products

Process route

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
627906-52-9

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

Conditions
Conditions Yield
With sodium periodate; ammonium acetate; water; In acetone; at 20 ℃; for 19h;
36%
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

4-iodo-2-methyl-phenol
60577-30-2

4-iodo-2-methyl-phenol

(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

Conditions
Conditions Yield
With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); tetramethyl ammonium acetate; In 2-methyltetrahydrofuran; methanol; water; at 40 ℃; for 7h; Schlenk technique; Inert atmosphere;
67%
(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

ethyl 6-bromo-2-quinolinecarboxylate
1020572-61-5

ethyl 6-bromo-2-quinolinecarboxylate

ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate
1020575-47-6

ethyl 6-(4-hydroxy-3-methylphenyl)-2-quinolinecarboxylate

Conditions
Conditions Yield
With potassium phosphate; palladium diacetate; triphenylphosphine; In 1,4-dioxane; water; at 60 ℃; for 16h;
40%
With potassium phosphate; palladium diacetate; triphenylphosphine; In 1,4-dioxane; water; at 60 ℃; for 16h;
40%
(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

4-bromobenzocyclobutene
1073-39-8

4-bromobenzocyclobutene

(3-methyl-4-hydroxyphenyl)-4'-benzocyclobutene

(3-methyl-4-hydroxyphenyl)-4'-benzocyclobutene

Conditions
Conditions Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 80 ℃; for 10h; Inert atmosphere;
69.1%
(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

ethyl 4-(2-chloro-7,8-dihydropyrido [4,3-d]pyrimidin-6(5H)-yl)-3-methylbutanoate

ethyl 4-(2-chloro-7,8-dihydropyrido [4,3-d]pyrimidin-6(5H)-yl)-3-methylbutanoate

ethyl 4-(2-(4-hydroxy-3-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-3-methylbutanoate

ethyl 4-(2-(4-hydroxy-3-methylphenyl)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-3-methylbutanoate

Conditions
Conditions Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In N,N-dimethyl-formamide; at 125 ℃; for 2.5h; Inert atmosphere;
60.1%
(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

tert-butyl (3S)-3-[(2-bromothiazol-4-yl)carbamoylamino]piperidine-1-carboxylate

tert-butyl (3S)-3-[(2-bromothiazol-4-yl)carbamoylamino]piperidine-1-carboxylate

tert-butyl (3S)-3-[[2-(4-hydroxy-3-methylphenyl)thiazol-4-yl]carbamoylamino]piperidine-1-carboxylate

tert-butyl (3S)-3-[[2-(4-hydroxy-3-methylphenyl)thiazol-4-yl]carbamoylamino]piperidine-1-carboxylate

Conditions
Conditions Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 0.5h; Microwave irradiation;
55%
2-bromo-N-{4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]phenyl}-6,7-dihydro-5H-benzo[7]annulene-8-carboxamide

2-bromo-N-{4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]phenyl}-6,7-dihydro-5H-benzo[7]annulene-8-carboxamide

(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

2-(4-hydroxy-3-methylphenyl)-N-{4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]phenyl}-6,7-dihydro-5H-benzo[7]annulene-8-carboxamide

2-(4-hydroxy-3-methylphenyl)-N-{4-[N-methyl-N-(tetrahydro-2H-pyran-4-yl)aminomethyl]phenyl}-6,7-dihydro-5H-benzo[7]annulene-8-carboxamide

Conditions
Conditions Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium methylate; In 1,2-dimethoxyethane; at 100 ℃; for 12h; Schlenk technique; Inert atmosphere;
76%
(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

4-((2-oxa-6-azaspiro[3.4]octan-6-yl)methyl)-5-hydroxy-2-iodo-N-methylbenzofuran-3-carboxamide

4-((2-oxa-6-azaspiro[3.4]octan-6-yl)methyl)-5-hydroxy-2-iodo-N-methylbenzofuran-3-carboxamide

4-((2-oxa-6-azaspiro[3.4]octan-6-yl)methyl)-5-hydroxy-2-(4-hydroxy-3-methylphenyl)-N-methylbenzofuran-3-carboxamide

4-((2-oxa-6-azaspiro[3.4]octan-6-yl)methyl)-5-hydroxy-2-(4-hydroxy-3-methylphenyl)-N-methylbenzofuran-3-carboxamide

Conditions
Conditions Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; water; at 80 ℃; for 2h; Inert atmosphere;
57%
3,4-dibromoselenophene
17422-59-2

3,4-dibromoselenophene

(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

3,4-bis(4-methoxy-3-methylphenyl)selenophene

3,4-bis(4-methoxy-3-methylphenyl)selenophene

Conditions
Conditions Yield
With sodium carbonate; palladium; In water; toluene; at 120 ℃; for 24h; Reflux; Inert atmosphere;
(4-hydroxy-3-methylphenyl)boronic acid
762263-66-1

(4-hydroxy-3-methylphenyl)boronic acid

6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)-3-methylphenyl]-2-quinolinecarboxylic acid
1020575-31-8

6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)-3-methylphenyl]-2-quinolinecarboxylic acid

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: potassium phosphate; palladium diacetate; triphenylphosphine / 1,4-dioxane; water / 16 h / 60 °C
2: caesium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C
3: sodium hydroxide / tetrahydrofuran; methanol / 0.17 h / 90 °C / Microwave irradiation
With potassium phosphate; palladium diacetate; caesium carbonate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 1: Suzuki coupling;

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