tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane
• CAS No.: 149625-07-0
• Molecular Formula: C₃₂H₄₂O₄S₂Si
• Molecular Weight: 582.901
• Mol file: 149625-07-0.mol

Synonyms:tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane

Chemical Property of tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane

There total 12 articles about tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane 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: 40.0%

carbon disulfide (75-15-0,12122-00-8) + i-Amyl alcohol (123-51-3) + 2-Amino-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,4-dimethoxy-benzoic acid (149625-06-9) → tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane (149625-07-0)

Guidance literature:

With isopentyl nitrite; In 1,2-dichloro-ethane; at 75 ℃;

DOI:10.1021/ja00068a087

Reference yield:

dimethyl 3,4-dimethoxy-1,6-benzenedicarboxylate (17078-61-4) → tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane (149625-07-0)

Guidance literature:

Multi-step reaction with 12 steps

1: 77 percent / NO₂BF₄ / tetrahydrothiophene 1,1-dioxide

2: 100 percent / aq. LiOH / tetrahydrofuran

3: (COCl)2, DMF / benzene

4: diethyl ether

5: 76 percent / silver benzoate, TEA

6: 100 percent / aq. LiOH / tetrahydrofuran

7: 1.) BH₃*THF, 2.) aq. LiOH / 1.) THF, 2.) THF

8: NaHCO₃, TBAI / dimethylformamide

9: 90 percent / TEA, DMAP / CH₂Cl₂

10: H₂, Pd(OH)2 / tetrahydrofuran

11: H₂ / Pd-C / ethanol

12: 40 percent / isoamyl nitrite / 1,2-dichloro-ethane / 75 °C

With dmap; palladium dihydroxide; lithium hydroxide; nitronium tetrafluoborate; borane-THF; oxalyl dichloride; TEA; hydrogen; silver benzoate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; N,N-dimethyl-formamide; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; sulfolane; diethyl ether; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja00068a087

Reference yield:

6-(2-Hydroxy-ethyl)-3,4-dimethoxy-2-nitro-benzoic acid benzyl ester (149625-05-8) → tert-Butyl-{2-[6,7-dimethoxy-2-(3-methyl-butoxy)-benzo[1,3]dithiol-4-yl]-ethoxy}-diphenyl-silane (149625-07-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / TEA, DMAP / CH₂Cl₂

2: H₂, Pd(OH)2 / tetrahydrofuran

3: H₂ / Pd-C / ethanol

4: 40 percent / isoamyl nitrite / 1,2-dichloro-ethane / 75 °C

With dmap; palladium dihydroxide; TEA; hydrogen; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ja00068a087

upstream raw materials:

carbon disulfide

i-Amyl alcohol

2-Amino-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,4-dimethoxy-benzoic acid

dimethyl 3,4-dimethoxy-1,6-benzenedicarboxylate

Refernces