4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol

Base Information

• Chemical Name: 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol
• CAS No.: 188824-33-1
• Molecular Formula: C₃₃H₄₂O₄SSi₂
• Molecular Weight: 590.931
• Mol file: 188824-33-1.mol

Synonyms:4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol

Chemical Property of 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol

There total 11 articles about 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol 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: 87.0%

3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(4-trimethylsilanyloxy-phenyl)-6H-5-oxa-11-thia-benzo[a]fluorene → 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol (188824-33-1)

Guidance literature:

With potassium carbonate; In methanol; for 0.25h;

DOI:10.1021/jm970688z

Reference yield:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol (188824-33-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 82 percent / Et₃N / ethanol; CH₂Cl₂ / 0.5 h / Ambient temperature

2: 88 percent / DDQ / 1,2-dichloro-ethane / 80 °C

3: ethanethiol, AlCl₃ / CH₂Cl₂ / 5 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

5: 60 percent / DIBAL-H / toluene / -100 - -70 °C

6: 99 percent / MgSO₄ / CH₂Cl₂ / 4 h / Ambient temperature

7: toluene; tetrahydrofuran / 1.5 h / Ambient temperature

8: 87 percent / K₂CO₃ / methanol / 0.25 h

With aluminium trichloride; diisobutylaluminium hydride; magnesium sulfate; potassium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; ethanethiol; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;

DOI:10.1021/jm970688z

Reference yield:

4-((trimethylsilyl)oxy)phenyl magnesium bromide (17878-42-1) → 4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenol (188824-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene; tetrahydrofuran / 1.5 h / Ambient temperature

2: 87 percent / K₂CO₃ / methanol / 0.25 h

With potassium carbonate; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jm970688z

upstream raw materials:

2-Hydroxy-4-methoxybenzaldehyde

4-((trimethylsilyl)oxy)phenyl magnesium bromide

6-methoxy-N,N-dimethylbenzo[b]thiophen-2-amine

6-methoxythianaphthen-2-one

Downstream raw materials:

1-(2-{4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenoxy}-ethyl)-pyrrolidin-2-one

(2-{4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenoxy}-ethyl)-diethyl-amine

4-(2-{4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenoxy}-ethyl)-morpholine

1-(2-{4-[3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-6H-5-oxa-11-thia-benzo[a]fluoren-6-yl]-phenoxy}-ethyl)-pyrrolidine