6-(TERT-BUTYLDIMETHYLSILYLOXY)-INDOLE

Base Information

• Chemical Name: 6-(TERT-BUTYLDIMETHYLSILYLOXY)-INDOLE
• CAS No.: 106792-41-0
• Molecular Formula: C14H21 N O Si
• Molecular Weight: 247.412
• Hs Code.: 2933990090
• Mol file: 106792-41-0.mol

Synonyms:6-(tert-Butyldimethylsilanyloxy)-1H-indole;6-(tert-Butyldimethylsiloxy)-1H-indole; 6-(tert-Butyldimethylsiloxy)indole

Chemical Property of 6-(TERT-BUTYLDIMETHYLSILYLOXY)-INDOLE

Chemical Property:

• Boiling Point: 318.8±15.0 °C(Predicted)
• PKA: 17.26±0.30(Predicted)
• PSA: 25.02000
• Density: 1.013±0.06 g/cm3(Predicted)
• LogP: 4.55190

Purity/Quality:

97% ^*data from raw suppliers

6-[(tert-Butyldimethylsilyl)oxy]-1H-indole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-(TERT-BUTYLDIMETHYLSILYLOXY)-INDOLE

There total 4 articles about 6-(TERT-BUTYLDIMETHYLSILYLOXY)-INDOLE 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: 96.0%

6-hydroxy-1H-indole (2380-86-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 6-<<(2,2-dimethylethyl)dimethylsilyl>oxy>indole (106792-41-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 4h;

Reference yield:

6-benzyloxy-1H-indole (15903-94-3) → 6-<<(2,2-dimethylethyl)dimethylsilyl>oxy>indole (106792-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / H₂ / 10percent Pd/C / acetone / 16 h

2: 2,6-lutidine / CH₂Cl₂ / 0.37 h

With 2,6-dimethylpyridine; hydrogen; palladium on activated charcoal; In dichloromethane; acetone;

DOI:10.1021/jm00039a015

Reference yield:

6-methoxylindole (3189-13-7) → 6-<<(2,2-dimethylethyl)dimethylsilyl>oxy>indole (106792-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / BBr₃ / CH₂Cl₂ / 15 h / 0 - 20 °C

2: diisopropylethylamine / dimethylformamide / 15 h

With boron tribromide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049802l

upstream raw materials:

6-hydroxy-1H-indole

t-butyldimethylsiyl triflate

tert-butyldimethylsilyl chloride

6-methoxylindole

Downstream raw materials:

[6-(tert-butyl-dimethyl-silanyloxy)-1H-indol-3-yl]-(3,4,5-trimethoxy-phenyl)-methanone

6-(tert-butyldimethylsiloxymethyl)-2-[6-(4-hydroxy-3,5-dimethyl-phenyl)-3-methoxy-pyridazin-4-yl]-indole-1-carboxylic acid tert-butyl ester

6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester 2-boronic acid

6-(tert-butyldimethylsilanyloxy)indole-1-carboxylic acid tert-butyl ester