[(2-Borono-6-tert-butylnaphthalen-1-yl)oxy](dimethyl)silyl

Base Information

• Chemical Name: [(2-Borono-6-tert-butylnaphthalen-1-yl)oxy](dimethyl)silyl
• CAS No.: 179942-45-1
• Molecular Formula: C16H23BO3Si
• Molecular Weight: 302.253
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID40695631
• Wikidata: Q82624876
• Mol file: 179942-45-1.mol

Synonyms:DTXSID40695631;AKOS015837809;BS-25056;[(2-Borono-6-tert-butylnaphthalen-1-yl)oxy](dimethyl)silyl

Chemical Property of [(2-Borono-6-tert-butylnaphthalen-1-yl)oxy](dimethyl)silyl

Chemical Property:

• Vapor Pressure: 1.35E-07mmHg at 25°C
• Melting Point: 244-248 °C
• Refractive Index: 1.547
• Boiling Point: 414 °C at 760 mmHg
• PKA: 8.74±0.30(Predicted)
• Flash Point: 204.2 °C
• PSA: 49.69000
• Density: 1.07 g/cm³
• LogP: 2.90360
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 301.1431263
• Heavy Atom Count: 21
• Complexity: 343

Purity/Quality:

99% ^*data from raw suppliers

6-t-Butyldimethylsilyloxy-2-naphthaleneboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C2=C(C=C1)C=C(C=C2)C(C)(C)C)O[Si](C)C)(O)O
• Uses: May contain varying amounts of anhydride

Technology Process of [(2-Borono-6-tert-butylnaphthalen-1-yl)oxy](dimethyl)silyl

There total 8 articles about [(2-Borono-6-tert-butylnaphthalen-1-yl)oxy](dimethyl)silyl 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: 89.0%

→ (6-((tert-butyldimethylsilyl)oxy)naphthalen-2-yl)boronic acid (179942-45-1)

Guidance literature:

Reference yield: 79.0%

(6-bromonaphthalen-2-yloxy)-tert-butyldimethylsilane (100751-65-3) → (6-((tert-butyldimethylsilyl)oxy)naphthalen-2-yl)boronic acid (179942-45-1)

Guidance literature:

(6-bromonaphthalen-2-yloxy)-tert-butyldimethylsilane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

DOI:10.1021/jm058173s

Reference yield: 75.0%

6-bromo-naphthalen-2-ol (15231-91-1) + Triisopropyl borate (5419-55-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (6-((tert-butyldimethylsilyl)oxy)naphthalen-2-yl)boronic acid (179942-45-1)

Guidance literature:

6-bromo-naphthalen-2-ol; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

Triisopropyl borate; With n-butyllithium; at -78 ℃;

With hydrogenchloride; In water;

DOI:10.1021/acs.orglett.9b01532

upstream raw materials:

(6-bromonaphthalen-2-yloxy)-tert-butyldimethylsilane

6-bromo-naphthalen-2-ol

tert-butyldimethylsilyl chloride

Triisopropyl borate

Downstream raw materials:

6-(4-nitrophenyl)naphthalen-2-ol

4-(6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)naphthalen-2-yl)benzenamine

2-(2-(2-(6-(4-(methylamino)phenyl)naphthalen-2-yloxy)ethoxy)ethoxy)ethanol

4-(6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)naphthalen-2-yl)-N-methylbenzenamine

Refernces

• 1、 -. "PHEN-NAPHTHALENE AND PHEN-QUINOLINE DERIVATIVES AND THEIR USE FOR BINDING AND IMAGING AMYLOID PLAQUES". . . Retrieved 2008/12/04.
• 2、 Mewshaw, Richard E.,Edsall Jr., Richard J.,Yang, Cuijian,Manas, Eric S.,Xu, Zhang B.,Henderson, Ruth A.,Keith Jr., James C.,Harris, Heather A.. "ERβ ligands. 3. Exploiting two binding orientations of the 2-phenylnaphthalene scaffold to achieve ERβ selectivity". . p. 3953 - 3979. Retrieved 2007/10/03.