1H-Indole-1-carboxylic acid, 5-phenyl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1H-Indole-1-carboxylic acid, 5-phenyl-, 1,1-dimethylethyl ester
• CAS No.: 361457-96-7
• Molecular Formula: C19H19NO2
• Molecular Weight: 293.36000
• Hs Code.: 2933990090
• Mol file: 361457-96-7.mol

Synonyms:tert-Butyl 5-phenyl-1H-indole-1-carboxylate;1-Boc-5-phenyl-1H-indole;

Chemical Property of 1H-Indole-1-carboxylic acid, 5-phenyl-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 31.23000
• LogP: 5.09150
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl5-phenyl-1H-indole-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-1-carboxylic acid, 5-phenyl-, 1,1-dimethylethyl ester

There total 5 articles about 1H-Indole-1-carboxylic acid, 5-phenyl-, 1,1-dimethylethyl ester 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: 86.0%

tert-butyl buta-2,3-dien-1-yl(5-phenylfuran-2-yl)carbamate → tert-butyl 5-phenyl-1H-indole-1-carboxylate (361457-96-7)

Guidance literature:

In toluene; at 110 ℃; for 1h; Microwave irradiation; Sealed tube;

DOI:10.1021/acs.orglett.0c00417

Reference yield: 83.0%

[2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane (853955-69-8) + 5-bromo-indole-1-carboxylic acid tert-butyl ester (182344-70-3) → tert-butyl 5-phenyl-1H-indole-1-carboxylate (361457-96-7) + 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole (321903-29-1)

Guidance literature:

With potassium carbonate; copper(l) iodide; bis(η3-allyl-μ-chloropalladium(II)); ruphos; In tetrahydrofuran; N,N-dimethyl-formamide; at 75 ℃; for 46h; Product distribution / selectivity;

Reference yield: 78.0%

phenylmagnesium chloride (100-59-4) + 5-bromo-indole-1-carboxylic acid tert-butyl ester (182344-70-3) → tert-butyl 5-phenyl-1H-indole-1-carboxylate (361457-96-7)

Guidance literature:

phenylmagnesium chloride; With titanium(IV) tetraethanolate; In tetrahydrofuran; at 0 ℃;

5-bromo-indole-1-carboxylic acid tert-butyl ester; With 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; bis(acetylacetonate)nickel(II); In tetrahydrofuran; at 25 ℃; for 18h; Further stages.;

DOI:10.1055/s-2007-984906

upstream raw materials:

phenylmagnesium chloride

5-bromo-indole-1-carboxylic acid tert-butyl ester

[2-(hydroxymethyl)phenyl]dimethyl(phenyl)silane

phenylboronic acid