(1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol

Base Information

• Chemical Name: (1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol
• CAS No.: 946077-37-8
• Molecular Formula: C₂₄H₃₃NO₄Si
• Molecular Weight: 427.616
• Mol file: 946077-37-8.mol

Synonyms:(1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol

Chemical Property of (1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol

There total 6 articles about (1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol 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: 75.0%

3,4,5-trimethoxy-benzaldehyde (86-81-7) + 5-bromo-1-(tert-butyldimethylsilyl)-1H-indole (331432-91-8) → (1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol (946077-37-8)

Guidance literature:

5-bromo-1-(tert-butyldimethylsilyl)-1H-indole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

3,4,5-trimethoxy-benzaldehyde; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4h;

DOI:10.1039/c7md00450h

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol (946077-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuOK / tetrahydrofuran / 0 - 25 °C

2: tetrahydrofuran / 0 °C

With potassium tert-butylate; In tetrahydrofuran; 2: Grignard reaction;

DOI:10.1016/j.bmcl.2007.04.048

Reference yield:

1H-indole-5-carboxaldehyde (1196-69-6) → (1-(tert-butyldimethylsilyl)-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol (946077-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuOK / tetrahydrofuran / 0 - 25 °C

2: tetrahydrofuran / 0 °C

With potassium tert-butylate; In tetrahydrofuran; 2: Grignard reaction;

DOI:10.1016/j.bmcl.2007.04.048

upstream raw materials:

C₁₅H₂₁NOSi

3,4,5-trimethoxyphenylmagnesium bromide

1H-indole-5-carboxaldehyde

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₂₄H₃₁NO₄Si

(1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanone