2-Borono-1H-indol-1-carboxylic acid 1-Methyl ester

Base Information

• Chemical Name: 2-Borono-1H-indol-1-carboxylic acid 1-Methyl ester
• CAS No.: 1001162-89-5
• Molecular Formula: C10H10BNO4
• Molecular Weight: 219.0017
• Mol file: 1001162-89-5.mol

Synonyms:2-Borono-1H-indol-1-carboxylic acid 1-Methyl ester;1H-Indole-1-carboxylic acid, 2-borono-, 1-Methyl ester;1-(N-Methoxycarbonyl)indole-2-boronic acid

Chemical Property of 2-Borono-1H-indol-1-carboxylic acid 1-Methyl ester

Chemical Property:

• Boiling Point: 440.6±55.0 °C(Predicted)
• PKA: 8.83±0.30(Predicted)
• PSA: 71.69000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: -0.06440
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

95% ^*data from raw suppliers

1-(N-Methoxycarbonyl)indole-2-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Borono-1H-indol-1-carboxylic acid 1-Methyl ester

There total 3 articles about 2-Borono-1H-indol-1-carboxylic acid 1-Methyl 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:

methyl 1H-indole-1-carboxylate (39203-20-8) → 1-(N-methoxycarbonyl)indole-2-boronic acid (1001162-89-5)

Guidance literature:

methyl 1H-indole-1-carboxylate; With Triisopropyl borate; lithium diisopropyl amide; In tetrahydrofuran; at 0 - 5 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2009.06.071

Reference yield:

methyl 1H-indole-1-carboxylate (39203-20-8) + Triisopropyl borate (5419-55-6) → 1-(N-methoxycarbonyl)indole-2-boronic acid (1001162-89-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -10 - -5 ℃; for 3.5h;

DOI:10.1021/op7001613

Reference yield:

indole (120-72-9) → 1-(N-methoxycarbonyl)indole-2-boronic acid (1001162-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; pentane; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / Inert atmosphere

1.2: 18 h / 0 - 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 3.5 h / -10 - -5 °C

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil; pentane;

DOI:10.1021/op7001613

upstream raw materials:

methyl 1H-indole-1-carboxylate

Triisopropyl borate

indole

Downstream raw materials:

dimethyl 2-(2-((1-(methoxycarbonyl)-1H-indol-2-yl)methyl)benzylidene)malonate

obatoclax

tert-butyl 2-(5-formyl-4-methoxy-1H-pyrrol-2-yl)-1H-indole-1-carboxylate