4-(t-Butyldimethylsilyloxy)indole

Base Information

• Chemical Name: 4-(t-Butyldimethylsilyloxy)indole
• CAS No.: 106792-40-9
• Molecular Formula: C14H21NOSi
• Molecular Weight: 247.412
• DSSTox Substance ID: DTXSID50469143
• Nikkaji Number: J2.641.298F
• Wikidata: Q82296730
• Mol file: 106792-40-9.mol

Synonyms:106792-40-9;4-(t-Butyldimethylsilyloxy)indole;4-(tert-butyldimethylsilyloxy)indole;tert-butyl-(1H-indol-4-yloxy)-dimethylsilane;4-t-butyldimethylsilyloxyindole;SCHEMBL3034603;DTXSID50469143;DXWMQIPBFPYBTD-UHFFFAOYSA-N;4-(tertbutyldimethylsilyl)oxyindole;4-(tert-butyl-dimethyl-silanyloxy)-1H-indole;4-{[tert-Butyl(dimethyl)silyl]oxy}-1H-indole;4-{[tert-butyl-(dimethyl)silyl]oxy}-1H-indole

Chemical Property of 4-(t-Butyldimethylsilyloxy)indole

Chemical Property:

• PSA: 25.02000
• LogP: 4.55190
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 247.139240828
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC=CC2=C1C=CN2

Technology Process of 4-(t-Butyldimethylsilyloxy)indole

There total 2 articles about 4-(t-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: 100.0%

1H-indol-4-ol (2380-94-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-((tert-butyldimethylsilyl)oxy)-1H-indole (106792-40-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.200802456

Reference yield:

1H-imidazole (288-32-4) + 1H-indol-4-ol (2380-94-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-((tert-butyldimethylsilyl)oxy)-1H-indole (106792-40-9)

Guidance literature:

In dichloromethane; water;

Reference yield: 100.0%

4-((tert-butyldimethylsilyl)oxy)-1H-indole (106792-40-9) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 4-(tert-butyldimethylsilyloxy)indole-1-carboxylate (868947-78-8)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/jhet.5570420610

upstream raw materials:

1H-indol-4-ol

tert-butyldimethylsilyl chloride

1H-imidazole

Downstream raw materials:

benzyl 4-(tert-butyldimethylsilyloxy)indole-1-carboxylate

benzyl 4-[di(ethoxycarbonyl)methoxy]indole-1-carboxylate

benzyl 4-hydroxyindole-1-carboxylate

C₂₇H₂₇N₃O₃