1-Boc-5-hydroxyindole

Base Information

• Chemical Name: 1-Boc-5-hydroxyindole
• CAS No.: 434958-85-7
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Hs Code.: 2933990090
• Mol file: 434958-85-7.mol

Synonyms:1-(tert-Butoxycarbonyl)-5-hydroxyindole;5-Hydroxyindole-1-carboxylic acid tert-butyl ester;tert-Butyl5-hydroxy-1H-indole-1-carboxylate;

Chemical Property of 1-Boc-5-hydroxyindole

Chemical Property:

• Vapor Pressure: 3.87E-06mmHg at 25°C
• Refractive Index: 1.558
• Boiling Point: 374.5 °C at 760 mmHg
• PKA: 9.55±0.40(Predicted)
• Flash Point: 180.3 °C
• PSA: 51.46000
• Density: 1.16 g/cm³
• LogP: 3.13010
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-5-Hydroxyindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Boc-5-hydroxyindole

There total 6 articles about 1-Boc-5-hydroxyindole 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: 96.0%

tert-butyl 5-(benzyloxy)-1H-indole-1-carboxylate (170147-29-2) → tert-butyl 5-hydroxy-1H-indole-1-carboxylate (434958-85-7)

Guidance literature:

With ammonium formate; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 1h;

Reference yield: 94.0%

indol-5-ol (1953-54-4) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-hydroxy-1H-indole-1-carboxylate (434958-85-7)

Guidance literature:

indol-5-ol; di-tert-butyl dicarbonate; With dmap; In acetonitrile; at 20 ℃; for 4h;

With potassium carbonate; In methanol; at 20 ℃; for 4h;

Reference yield: 85.0%

indol-5-ol (1953-54-4) + tert-butyl 1H-imidazole-1-carboxylate (49761-82-2) → tert-butyl 5-hydroxy-1H-indole-1-carboxylate (434958-85-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 50h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201203976

upstream raw materials:

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

indol-5-ol

di-tert-butyl dicarbonate

tert-butyl 1H-imidazole-1-carboxylate

Downstream raw materials:

tert-butyl 5-(3-(benzamido)-4-(tert-butoxycarbonyl)phenoxy)-1H-indole-1-carboxylate

5-[4-(4-bromo-phenylcarbamoyl)-2-nitro-phenoxy]-indole-1-carboxylic acid tert-butyl ester