methyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Base Information

Chemical Name:methyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
CAS No.:1268693-26-0
Molecular Formula:C₁₆H₂₃BO₄
Molecular Weight:290.167
Hs Code.:
Mol file:1268693-26-0.mol

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

Suppliers and Price of methyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 4 articles about methyl 3,5-dimethyl-4-(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: 85.0%

: 432022-88-3
4-bromo-3,5-dimethylbenzoic acid methyl ester

: 73183-34-3
bis(pinacol)diborane

: 1268693-26-0
methyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Guidance literature:: With [(Pd(μ-Cl)(κ(2)-P,C-P(OC6H2-2,4-tBu2)(OC6H3-2,4-tBu2)2))2]; 4- (9-anthryl) -3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; potassium acetate; In N,N-dimethyl acetamide; at 100 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol2000556

Reference yield: 43.0%

: 5471-81-8
methyl 4-iodo-3-methylbenzoate

: 80-48-8
methyl p-toluene sulfonate

: 73183-34-3
bis(pinacol)diborane

: 1268693-26-0
methyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Guidance literature:: With norborn-2-ene; P(p-CH₃OC₆H₄)3; potassium acetate; palladium diacetate; caesium carbonate; In acetonitrile; at 140 ℃; for 0.5h; Microwave irradiation;
DOI:10.1021/jacs.9b07857

Reference yield:

: 100189-84-2
2,5-dibromo-1,3-dimethylbenzene

: 1268693-26-0
methyl 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / -78 °C

1.2: 20 °C

2.1: potassium iodide / 50 °C

2.2: 24 h / Reflux

3.1: bis-triphenylphosphine-palladium(II) chloride; potassium acetate / 1,4-dioxane / 24 h / 90 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; potassium acetate; potassium iodide; In tetrahydrofuran; 1,4-dioxane; 3.1: |Miyaura Borylation Reaction;
DOI:10.1016/j.dyepig.2018.03.054