1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-ylboronic acid

Base Information

• Chemical Name: 1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-ylboronic acid
• CAS No.: 1000068-23-4
• Molecular Formula: C14H18BNO5
• Molecular Weight: 291.1073
• Hs Code.: 2933990090
• Mol file: 1000068-23-4.mol

Synonyms:1H-indole-1-carboxylic acid, 2-borono-4-methoxy-, 1,1-dimethylethyl ester; [1-(tert-butoxycarbonyl)-4-methoxy-1H-indol-2-yl]boronic acid

Chemical Property of 1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-ylboronic acid

Chemical Property:

• PSA: 80.92000
• LogP: 1.11290

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-ylboronic acid

There total 7 articles about 1-(tert-Butoxycarbonyl)-4-methoxy-1H-indol-2-ylboronic acid 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: 88.8%

4-methoxyindole-1-carboxylic acid tert-butyl ester (1093759-59-1) + Triisopropyl borate (5419-55-6) → [1-(tert-butoxycarbonyl)-4-methoxy-1H-indol-2-yl]boronic acid (1000068-23-4)

Guidance literature:

4-methoxyindole-1-carboxylic acid tert-butyl ester; Triisopropyl borate; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; toluene; at -2 - 3 ℃; for 1.5h; Industry scale;

With hydrogenchloride; water; In tetrahydrofuran; n-heptane; ethylbenzene; toluene; at 15 ℃; for 1h; Industry scale;

Reference yield:

C20H30BNO5 (1269629-13-1) → [1-(tert-butoxycarbonyl)-4-methoxy-1H-indol-2-yl]boronic acid (1000068-23-4)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; for 0.0333333h;

Reference yield:

4-methoxyindole-1-carboxylic acid tert-butyl ester (1093759-59-1) → [1-(tert-butoxycarbonyl)-4-methoxy-1H-indol-2-yl]boronic acid (1000068-23-4)

Guidance literature:

4-methoxyindole-1-carboxylic acid tert-butyl ester; 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

upstream raw materials:

C₂₀H₃₀BNO₅

4-methoxyindole-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

4-methoxy-1H-indole

Downstream raw materials:

dimethyl 2-(2-((1-(tert-butoxycarbonyl)-4-methoxy-1H-indol-2-yl)methyl)benzylidene)malonate

(2-cyclopent-1-enyl-4-methoxy-1H-indole)