5-Iodo-1H-indole, N-BOC protected

Base Information

• Chemical Name: 5-Iodo-1H-indole, N-BOC protected
• CAS No.: 374818-66-3
• Molecular Formula: C13H14INO2
• Molecular Weight: 343.164
• Hs Code.: 2933990090
• Mol file: 374818-66-3.mol

Synonyms:1-(tert-Butoxycarbonyl)-5-iodoindole;5-Iodo-1-(tert-butoxycarbonyl)indole;5-Iodoindole-1-carboxylic acid tert-butylester;

Chemical Property of 5-Iodo-1H-indole, N-BOC protected

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• Boiling Point: 388.372 °C at 760 mmHg
• Flash Point: 188.681 °C
• PSA: 31.23000
• Density: 1.56 g/cm³
• LogP: 4.02910
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

5-Iodo-1H-indole, N-Boc protected 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Iodo-1H-indole, N-BOC protected

There total 2 articles about 5-Iodo-1H-indole, N-BOC protected 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%

5-iodo-1H-indole (16066-91-4) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-iodo-1H-indole-1-carboxylate (374818-66-3)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.6b08507

Reference yield: 99.0%

→ tert-butyl 5-iodo-1H-indole-1-carboxylate (374818-66-3)

Guidance literature:

Reference yield: 97.0%

tert-butyl 5-iodo-1H-indole-1-carboxylate (374818-66-3) + 4-nitrostyrene (100-13-0) → t-butyl (E)-5-(4-nitrostyryl)-1H-indole-1-carboxylate

Guidance literature:

With potassium phosphate; sodium chloride; In water; N,N-dimethyl-formamide; at 45 ℃; for 72h; Micellar solution;

DOI:10.1021/jacs.0c11484

upstream raw materials:

5-iodo-1H-indole

di-tert-butyl dicarbonate

Downstream raw materials:

5-ethynyl-1H-indole

5-(4-methyl-piperazin-1-yl)-indole-1-carboxylic acid tert-butyl ester

(S)-tert-butyl 5-(1-oxo-1-phenylpropan-2-yl)-1H-indole-1-carboxylate

tert-butyl 5-(trifluoromethyl)-1H-indole-1-carboxylate

Refernces

• 1、 Kinsinger, Thorsten,Kazmaier, Uli. "Mono-selective β-C-H arylation of: N -methylated amino acids and peptides promoted by the 2-(methylthio)aniline directing group". supporting information. p. 5595 - 5600. Retrieved 2019/06/13.
• 2、 Green, Samantha A.,Matos, Jeishla L. M.,Yagi, Akiko,Shenvi, Ryan A.. "Branch-Selective Hydroarylation: Iodoarene-Olefin Cross-Coupling". supporting information. p. 12779 - 12782. Retrieved 2016/10/13.