methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Base Information

Chemical Name:methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
CAS No.:1229442-58-3
Molecular Formula:C₂₀H₃₁BN₂O₅
Molecular Weight:390.288
Hs Code.:

Synonyms:methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

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Chemical Property of methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

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Technology Process of methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

There total 5 articles about methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 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: 68.0%

: 1229442-57-2
methyl 3-bromo-5-((3-(dimethylamino)propyl)carbamoyl)benzoate

: 73183-34-3
bis(pinacol)diborane

: 1229442-58-3
methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 4h; Schlenk technique; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b00829

Reference yield: 68.0%

: 1229442-58-3
methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Guidance literature:

Reference yield:

: 51760-21-5
dimethyl 5-bromoisophthalate

: 1229442-58-3
methyl 3-((3-(dimethylamino)propyl)carbamoyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium hydroxide / water; methanol / Reflux

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 4 h / 80 °C / Schlenk technique; Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b00829