tert-butyl 3-methyl-1H-indole-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-methyl-1H-indole-1-carboxylate
• CAS No.: 89378-43-8
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID60473170
• Nikkaji Number: J416.470I
• Wikidata: Q82302369
• Mol file: 89378-43-8.mol

Synonyms:tert-butyl 3-methyl-1H-indole-1-carboxylate;89378-43-8;Tert-butyl 3-methylindole-1-carboxylate;1-Boc-3-Methylindole;3-Methyl-1H-indole, N-BOC protected;N-boc-3-methylindole;SCHEMBL1196432;DTXSID60473170;SMURSSZMVCOKOO-UHFFFAOYSA-N;AB6741;MFCD13563142;3-Methyl-1H-indole,N-BOC protected;AKOS025312331;tert-butyl3-methyl-1H-indole-1-carboxylate;3-methyl-indole-1-carb-oxylic acid tert-butyl ester;3-methyl-indole-1-carboxylic acid tert-butyl ester;3-methyl-1H-indole-1-carboxylic acid tert-butyl ester

Chemical Property of tert-butyl 3-methyl-1H-indole-1-carboxylate

Chemical Property:

• PSA: 31.23000
• LogP: 3.73290
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 231.125928785
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-Methyl-1H-indole-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C2=CC=CC=C12)C(=O)OC(C)(C)C

Technology Process of tert-butyl 3-methyl-1H-indole-1-carboxylate

There total 4 articles about tert-butyl 3-methyl-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: 100.0%

3-Methylindole (83-34-1) + di-tert-butyl dicarbonate (24424-99-5) → 3-methyl-indole-1-carboxylic acid tert-butyl ester (89378-43-8)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃; for 22h;

DOI:10.1021/ol061039x

Reference yield: 100.0%

3-Methylindole (83-34-1) + 2,2-dimethylpropanoic anhydride (1538-75-6) → 3-methyl-indole-1-carboxylic acid tert-butyl ester (89378-43-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 2h;

DOI:10.1021/ol302388t

Reference yield: 91.0%

3-Methylindole (83-34-1) + tert-butyl phenyl carbonate (6627-89-0) → 3-methyl-indole-1-carboxylic acid tert-butyl ester (89378-43-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 12h; Ambient temperature;

upstream raw materials:

3-Methylindole

di-tert-butyl dicarbonate

tert-butyl phenyl carbonate

tert-butyl (2-acetylphenyl)carbamate

Downstream raw materials:

1-(t-butyloxycarbonyl)-3-(bromomethyl)indole

3-Methylindole

exo-ethyl-3-methyl-cyclopropa(N-tert.-butoxycarbonyl-2,3-dihydroindole)-2a-carboxylate

endo-ethyl-3-methyl-cyclopropa(N-tert.-butoxycarbonyl-2,3-dihydroindole)-2a-carboxylate