tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate
• CAS No.: 146337-49-7
• Molecular Formula: C₁₆H₂₃NO₂Si
• Molecular Weight: 289.45
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50698638
• Nikkaji Number: J3.283.752B
• Mol file: 146337-49-7.mol

Synonyms:146337-49-7;1-Boc-2-trimethylsilanyl-indole;tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate;tert-butyl 2-trimethylsilylindole-1-carboxylate;2-Trimethylsilanyl-indole-1-carboxylic acid tert-butyl ester;DTXSID50698638;MFCD04114714;1-Ethyl 11-methyl 6-oxoundecanedioate;SB33712;CS-0090865;FT-0731606;D74973;A808489;tert-butyl2-(trimethylsilyl)-1H-indole-1-carboxylate;2-trimethylsilyl-1-indolecarboxylic acid tert-butyl ester;2-Trimethylsilanylindole-1-carboxylic acid tert-butyl ester;2-(Trimethylsilyl)-1H-indole-1-carboxylic acid tert-butyl ester

Chemical Property of tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate

Chemical Property:

• Boiling Point: 373.6±34.0 °C(Predicted)
• PSA: 31.23000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 3.96970
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 289.149805511
• Heavy Atom Count: 20
• Complexity: 370

Purity/Quality:

97% ^*data from raw suppliers

2-Trimethylsilanyl-indole-1-carboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C2=CC=CC=C2C=C1[Si](C)(C)C

Technology Process of tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate

There total 2 articles about tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate 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: 76.0%

tert.-Butyl-trimethylsilyl-diimin (25811-66-9) + indole-1-carboxylic acid tert-butyl ester (75400-67-8) → tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate (146337-49-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acscatal.1c03824

Reference yield: 73.0%

chloro-trimethyl-silane (75-77-4) + indole-1-carboxylic acid tert-butyl ester (75400-67-8) → tert-butyl 2-(trimethylsilyl)-1H-indole-1-carboxylate (146337-49-7)

Guidance literature:

indole-1-carboxylic acid tert-butyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01205

upstream raw materials:

chloro-trimethyl-silane

indole-1-carboxylic acid tert-butyl ester

tert.-Butyl-trimethylsilyl-diimin

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