[4-[[[1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]phenylboronic Acid

Base Information

• Chemical Name: [4-[[[1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]phenylboronic Acid
• CAS No.: 162356-89-0
• Molecular Formula: C13H23 B O3 Si
• Molecular Weight: 266.22
• Hs Code.: 2931900090
• Mol file: 162356-89-0.mol

Synonyms:Boronicacid, [4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]phenyl]- (9CI); [4-[(tert-Butyldimethylsiloxy)methyl]phenyl]boronicacid

Chemical Property of [4-[[[1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]phenylboronic Acid

Chemical Property:

• Melting Point: 153-155°C
• Refractive Index: 1.509
• Boiling Point: 356.1±44.0 °C(Predicted)
• PKA: 8.53±0.16(Predicted)
• PSA: 49.69000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 1.88820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-TBSMS-hydroxymethylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [4-[[[1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]phenylboronic Acid

There total 7 articles about [4-[[[1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]phenylboronic 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: 81.0%

(C(CH3)3Si(CH3)2OCH2C6H4)BN(CH3)(CH2CO2)2 (1072960-69-0) → [4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]phenyl]boronic acid (162356-89-0)

Guidance literature:

With sodium hydroxide; water; In tetrahydrofuran; at 23 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ja8063759

Reference yield: 79.0%

4-(tert-butyldimethylsiloxymethyl)bromobenzene (87736-74-1) → [4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]phenyl]boronic acid (162356-89-0)

Guidance literature:

4-(tert-butyldimethylsiloxymethyl)bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 17h; Further stages.;

DOI:10.1002/1521-3765(20001002)6:19<3558::AID-CHEM3558>3.0.CO;2-M

Reference yield:

diisopropyl (4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)boronate → [4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]phenyl]boronic acid (162356-89-0)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at -4 - 3 ℃; for 1h;

DOI:10.1016/j.tetasy.2003.09.022

upstream raw materials:

4-(tert-butyldimethylsiloxymethyl)bromobenzene

4-bromobenzenemethanol

tert-butyldimethylsilyl chloride

(C(CH₃)3Si(CH₃)2OCH₂C₆H₄)BN(CH₃)(CH₂CO₂)2

Downstream raw materials:

C₈-(4-(TBS-O-methyl)phenyl)-2'-deoxyguanosine

tert-butyl [5-(tert-butyldimethylsilyloxymethyl)-2-(pyridin-2-yl)phenyl]carbamate

2-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)pyridine

[1,1-dimethyl-2-oxo-2-[[(3R)-2,3,4,5-tetrahydro-1-[[2'-[[[(methylamino)carbonyl]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-2-oxo-1H-1-benzazepin-3-yl]amino]ethyl]carbamic acid (1,1-dimethylethyl) ester

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