N-BOC-4-HYDROXYINDOLE

Base Information

• Chemical Name: N-BOC-4-HYDROXYINDOLE
• CAS No.: 879093-22-8
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.267
• Hs Code.: 2933990090
• Mol file: 879093-22-8.mol

Synonyms:4-Hydroxy-indole-1-carboxylic acid tert-butyl ester;1-(tert-butoxycarbonyl)-4-hydroxyindole;N-Boc-4-hydroxyindole;tert-Butyl 4-hydroxy-1H-indole-1-carboxylate;tert-butyl 4-oxidanylindole-1-carboxylate;

Chemical Property of N-BOC-4-HYDROXYINDOLE

Chemical Property:

• Boiling Point: 374.5±34.0 °C(Predicted)
• PKA: 9.32±0.40(Predicted)
• PSA: 51.46000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 3.13010
• Storage Temp.: 2-8°C

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

tert-Butyl4-hydroxy-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 N-BOC-4-HYDROXYINDOLE

There total 5 articles about N-BOC-4-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: 73.0%

5-but-3-enyloxy-indole-1-carboxylic acid tert-butyl ester → tert-butyl 4-hydroxy-1H-indole-1-carboxylate (879093-22-8)

Guidance literature:

With 6,6'-dimethyl-2,2'-bipyridine; (1,2-dimethoxyethane)dichloronickel(II); bis(pinacol)diborane; lithium tert-butoxide; In methanol; N,N-dimethyl acetamide; water; at 30 ℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.3390/molecules25030602

Reference yield:

1H-indol-4-ol (2380-94-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-hydroxy-1H-indole-1-carboxylate (879093-22-8)

Guidance literature:

1H-indol-4-ol; di-tert-butyl dicarbonate; With dmap; In acetonitrile; at 20 ℃; for 1h;

With potassium carbonate; In methanol; at 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.0c01450

Reference yield:

1H-indol-4-ol (2380-94-1) + tert-butyl chloroformate (24608-52-4) → tert-butyl 4-hydroxy-1H-indole-1-carboxylate (879093-22-8)

Guidance literature:

1H-indol-4-ol; With sodium hydride;

tert-butyl chloroformate;

upstream raw materials:

1H-indol-4-ol

tert-butyl chloroformate

di-tert-butyl dicarbonate

Refernces

• 1、 Meng, Chenkai,Niu, Haolin,Ning, Juehan,Wu, Wengang,Yi, Jun. "Nickel-catalyzed removal of alkene protecting group of phenols, alcohols via chain walking process". . . Retrieved 2020/02/04.