tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
- Product Name
- tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
- CAS No.
- 1035235-26-7
- Chemical Name
- tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
- Synonyms
- tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carbo;tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxyl;tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate;2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1;tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylate;tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate;2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
- CBNumber
- CB32665376
- Molecular Formula
- C20H30BNO4
- Formula Weight
- 359.27
- MOL File
- 1035235-26-7.mol
tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate Property
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- White to off-white Solid
N-Bromosuccinimide Price
- Product number
- I917988
- Product name
- 2(1H)-Isoquinolinecarboxylicacid,3,4-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-,1,1-dimethylethylester
- Packaging
- 250mg
- Price
- $510
- Updated
- 2021/12/16
- Product number
- 0849AA
- Product name
- tert-Butyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
- Packaging
- 1g
- Price
- $251
- Updated
- 2021/12/16
- Product number
- BOR0005955
- Product name
- TERT-BUTYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $495.75
- Updated
- 2021/12/16
- Product number
- P000231494
- Product name
- tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $48
- Updated
- 2021/12/16
- Product number
- P000231494
- Product name
- tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $83
- Updated
- 2021/12/16
tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate Chemical Properties,Usage,Production
Synthesis
215184-78-4
73183-34-3
1035235-26-7
Using N-Boc-5-bromo-1,2,3,4-tetrahydroisoquinoline (2.7 g, 8.7 mmol) and pinacol ester of bisboronic acid (4.39 g, 17 mmol) as the starting material, the reactants were mixed with potassium acetate (2.55 g, 26 mmol) and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (0.63 g, 0.87 mmol) under the protection of nitrogen. 0.87 mmol) were mixed in 1,4-dioxane (40 mL). The reaction mixture was stirred at 80 °C for 2 h and then cooled to room temperature. Water (30 mL) was added and extracted with ethyl acetate (3 x 20 mL). The organic phases were combined and concentrated under reduced pressure. The residue was purified by fast chromatography (eluent: cyclohexane/ethyl acetate=85:15) to afford the target product tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate as a clear gel (3.25 g, 105% yield).LCMS (formate method) : Retention time 1.51 min, [M+H]+=360.
References
[1] Patent: WO2010/146105, 2010, A1. Location in patent: Page/Page column 86-87
[2] Patent: WO2016/65222, 2016, A1. Location in patent: Page/Page column 57
[3] Patent: WO2010/145202, 2010, A1. Location in patent: Page/Page column 38
[4] Patent: WO2013/134518, 2013, A1. Location in patent: Page/Page column 39
[5] Patent: WO2016/44666, 2016, A1. Location in patent: Paragraph 0589; 0591
tert-Butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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