tert-butyl 3-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}azetidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}azetidine-1-carboxylate
• CAS No.: 877399-31-0
• Molecular Formula: C18H30BN3O4
• Molecular Weight: 363.265
• Mol file: 877399-31-0.mol

Synonyms:

Chemical Property of tert-butyl 3-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}azetidine-1-carboxylate

Chemical Property:

• PSA: 65.82000
• LogP: 1.98710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-butyl3-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}azetidine-1-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

• Uses: tert-Butyl 3-{[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}azetidine-1-carboxylate is used as a reactant in the preparation of pyrazole-substituted aminoheteroaryl compounds as c-Metathesis protein kinase inhibitors for use against cancer and other abnormal cell growth disorders.

Technology Process of tert-butyl 3-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}azetidine-1-carboxylate

There total 5 articles about tert-butyl 3-{[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}azetidine-1-carboxylate 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: 41.6%

→ C18H30BN3O4 (877399-31-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 105 ℃; for 17h; Inert atmosphere;

Reference yield:

tert-butyl 3-((4-bromo-1H-pyrazol-1-yl)methyl)azetidine-1-carboxylate (877399-37-6) + bis(pinacol)diborane (73183-34-3) → C18H30BN3O4 (877399-31-0)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 80 ℃; for 16h;

Reference yield:

pyrazole-4-boronic acid pinacol ester (269410-08-4) + 3-methanesulfonyloxymethyl-azetidine-1-carboxylic acid tert-butyl ester (142253-57-4) → C18H30BN3O4 (877399-31-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm2007613

upstream raw materials:

tert-butyl 3-((4-bromo-1H-pyrazol-1-yl)methyl)azetidine-1-carboxylate

bis(pinacol)diborane

pyrazole-4-boronic acid pinacol ester

3-methanesulfonyloxymethyl-azetidine-1-carboxylic acid tert-butyl ester

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