1H-Benzimidazole-1-carboxylic acid, 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1H-Benzimidazole-1-carboxylic acid, 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
• CAS No.: 631909-46-1
• Molecular Formula: C19H27BN2O4
• Molecular Weight: 358.245
• Hs Code.: 2934999090
• Mol file: 631909-46-1.mol

Synonyms:1-Boc-5-Methyl-1H-benzimidazole-6-boronic acid pinacol ester

Chemical Property of 1H-Benzimidazole-1-carboxylic acid, 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 62.58000
• LogP: 3.42710
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Benzimidazole-1-carboxylic acid, 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester

There total 1 articles about 1H-Benzimidazole-1-carboxylic acid, 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl 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:

tert-butyl 6-chloro-5-methyl-1H-benzo[d]imidazole-1-carboxylate (631912-38-4) + 5-chloro-6-methyl-benzoimidazole-1-carboxylic acid tert-butyl ester (631909-45-0) + bis(pinacol)diborane (73183-34-3) → tert-butyl 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole-1-carboxylat (631909-46-1) + tert-butyl 6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzimidazole-1-carboxylate (631912-39-5)

Guidance literature:

With potassium phosphate; DavePhos; palladium diacetate; In toluene; at 95 ℃; for 18h;

Reference yield: 21.0%

tert-butyl 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole-1-carboxylat (631909-46-1) + 4-bromo-Ν-α-[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]-N-[4-(2H-tetrazol-5-yl)phenyl]-L-phenylalaninamide → Ν-α-[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]-4-(5-methyl-1H-benzimidazol-6-yl)-N-[4-(2H-tetrazol-5-yl)phenyl]-L-phenylalaninamide

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; dimethyl sulfoxide; at 110 ℃; for 2h; Microwave irradiation;

Reference yield: 14.0%

tert-butyl 5-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole-1-carboxylat (631909-46-1) + 4-bromo-Ν-α-[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]-Ν-(3-oxo-2,3-dihydro-1H-indazol-6-yl)-L-phenylalaninamide → Ν-α-[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]-4-(5-methyl-1H-benzimidazol-6-yl)-N-(3-oxo-2,3-dihydro-1H-indazol-6-yl)-L-phenylalaninamide

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; dimethyl sulfoxide; at 110 ℃; for 1.5h; Microwave irradiation;

upstream raw materials:

tert-butyl 6-chloro-5-methyl-1H-benzo[d]imidazole-1-carboxylate

5-chloro-6-methyl-benzoimidazole-1-carboxylic acid tert-butyl ester

bis(pinacol)diborane

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