(3-((tert-Butyldimethylsilyl)oxy)phenyl)boronic acid

Base Information

• Chemical Name: (3-((tert-Butyldimethylsilyl)oxy)phenyl)boronic acid
• CAS No.: 261621-12-9
• Molecular Formula: C12H21 B O3 Si
• Molecular Weight: 252.193
• Hs Code.: 29319090
• European Community (EC) Number: 681-775-8
• DSSTox Substance ID: DTXSID00392710
• Wikidata: Q82191087
• Mol file: 261621-12-9.mol

Synonyms:261621-12-9;(3-((tert-Butyldimethylsilyl)oxy)phenyl)boronic acid;3-(tert-Butyldimethylsilyloxy)phenylboronic acid;3-(tert-Butyl dimethylsiloxy)phenyl boronic acid;[3-[tert-butyl(dimethyl)silyl]oxyphenyl]boronic acid;3-(T-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID;3-(tert-Butyldimethylsilyloxy)phenylboronic;3-(TERT-BUTYLDIMETHYLSILOXY)BENZENEBORONIC ACID;3-(t-Butyldimethylsilyloxy)phenylboronic;(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)boronic acid;3-(tert-Butyldimethylsilyloxy)phenylboronic Acid (contains varying amounts of Anhydride);{3-[(tert-butyldimethylsilyl)oxy]phenyl}boronic acid;3-(Tert-Butyldimethylsilyloxy)Phenylboronic Acid, Tech. Grade;3-(tert-Butyldimethylsilyloxy)benzeneboronic Acid;(3-((tert-Butyldimethylsilyl)oxy)phenyl)boronicacid;SCHEMBL1881020;DTXSID00392710;RDQWADDNQONTLB-UHFFFAOYSA-N;Boronic acid, [3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-;Boronic acid, B-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-;MFCD03701505;AKOS015837861;AB15771;NCGC00249497-01;3-(t-butyldimethylsilyoxy)phenylboronic acid;B3726;CS-0175373;FT-0644147;3-(tert-Butyldimethylsiloxy)phenylboronic acid;T70684;EN300-7374705;(3-((t-butyldimethylsilyl)oxy)phenyl)boronic acid;A818222;?3-(T-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID;[3-(tert-butyl-dimethyl-silyl)oxyphenyl]boronic acid;3-(tert-Butyldimethylsilyloxy)phenylboronic acid, technical grade

Chemical Property of (3-((tert-Butyldimethylsilyl)oxy)phenyl)boronic acid

Chemical Property:

• Appearance/Colour: Off-white powder
• Vapor Pressure: 6.74E-05mmHg at 25°C
• Melting Point: 86-91 °C(lit.)
• Refractive Index: 1.489
• Boiling Point: 330.3°Cat760mmHg
• PKA: 8.11±0.10(Predicted)
• Flash Point: 153.5°C
• PSA: 49.69000
• Density: 1.01g/cm³
• LogP: 1.75040
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 252.1353012
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

97% ^*data from raw suppliers

3-(T-Butyldimethylsilyloxy)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)O[Si](C)(C)C(C)(C)C)(O)O

Technology Process of (3-((tert-Butyldimethylsilyl)oxy)phenyl)boronic acid

There total 1 articles about (3-((tert-Butyldimethylsilyl)oxy)phenyl)boronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-bromo-3-[(tert-butyldimethylsilyl)oxy]benzene (65423-56-5) → (3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)boronic acid (261621-12-9)

Guidance literature:

1-bromo-3-[(tert-butyldimethylsilyl)oxy]benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 6.5h;

With ammonium chloride; In tetrahydrofuran; hexane; at 0 ℃; for 0.0833333h;

Reference yield: 99.0%

4,6-dibromo-2-tosyloxypyridine + (3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)boronic acid (261621-12-9) → 4,6-bis[3-[(tert-butyldimethylsilyl)oxy]phenyl]pyridin-2-yl 4-methylbenzenesulfonate

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; In water; toluene; at 100 ℃; for 32h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c00793

Reference yield: 98.0%

4-bromopyridin-2-yl 4-methylbenzenesulfonate + (3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)boronic acid (261621-12-9) → 4-[3-[(tert-butyldimethylsilyl)oxy]phenyl]pyridin-2-yl 4-methylbenzenesulfonate

Guidance literature:

With palladium diacetate; C₂₇H₃₇P*H₃P; potassium carbonate; In water; toluene; at 25 ℃; for 2h; chemoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.0c00793

upstream raw materials:

Trimethyl borate

1-bromo-3-[(tert-butyldimethylsilyl)oxy]benzene

Downstream raw materials:

C₂₇H₂₇F₃N₂O₂Si

2,6-dichloro-4-(3-tert-butyldimethylsilyloxy-phenyl)-quinazoline

[3-((7S)-7-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]-tert-butyloxycarbonylamino}-5,6,7,8-tetrahydro-2-naphthalenyl)phenoxy]-tert-butyldimethylsilane

{3-[((7S)-7-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]-tert-butyloxycarbonylamino}-5,6,7,8-tetrahydro-2-naphthalenyl)oxy]phenoxy}-tert-butyldimethylsilane

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