TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE
- Product Name
- TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE
- CAS No.
- 885693-20-9
- Chemical Name
- TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE
- Synonyms
- tert-butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate;tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate;N-Boc-1,2,5,6-tetrahydropyridine-3-boronic Acid Pinacol Ester;-5,6-dihydropyridine-1(2H);2-[1-(tert-Butoxycarbonyl)-1,2,5,6;6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE;1-Boc-3,6-dihydropyridine-5-boronic acid pinacol ester;1-Boc-5,6-dihydro-2H-pyridine-3-boronic acid picol ester;1-Boc-3,6-dihydro-2H-pyridine-5-boronic acid pinacol ester;1-Boc-5,6-dihydro-2H-pyridine-3-boronic acid pinacol ester
- CBNumber
- CB62454647
- Molecular Formula
- C16H28BNO4
- Formula Weight
- 309.21
- MOL File
- 885693-20-9.mol
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE Property
- Melting point:
- 105 °C
- Boiling point:
- 348.0±52.0 °C(Predicted)
- Density
- 1.05
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- solid
- pka
- -1.17±0.40(Predicted)
- color
- White to Light yellow
- InChI
- InChI=1S/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-9-12(11-18)17-21-15(4,5)16(6,7)22-17/h9H,8,10-11H2,1-7H3
- InChIKey
- KEEIJBAOTMNSEN-UHFFFAOYSA-N
- SMILES
- C1N(C(OC(C)(C)C)=O)CC(B2OC(C)(C)C(C)(C)O2)=CC1
Safety
- WGK Germany
- 3
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 796921
- Product name
- tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate
- Purity
- 95%
- Packaging
- 100mg
- Price
- $376
- Updated
- 2023/06/20
- Product number
- B5844
- Product name
- 1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 200mg
- Price
- $63
- Updated
- 2025/07/31
- Product number
- B5844
- Product name
- 1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $190
- Updated
- 2025/07/31
- Product number
- B648223
- Product name
- 1-Boc-5,6-dihydro-2H-pyridine-3-boronicacidpinacolester
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- 39985
- Product name
- 1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine,98%(GC)
- Purity
- 98%(GC)
- Packaging
- 200MG
- Price
- $79.52
- Updated
- 2021/12/16
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE Chemical Properties,Usage,Production
Uses
tert-Butyl 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate is used as a reactant in the synthesis of phosphatidylinositol 3-kinase inhibitors.
Synthesis
180691-65-0
73183-34-3
885693-20-9
General procedure: PdCl2 (dppf) (0.16 g, 0.22 mmol), KOAc (2.18 g, 22.2 mmol), bis(pinacolato)diboron (2.07 g, 8.13 mmol), and dppf (0.12 g, 0.22 mmol) were added to a round-bottomed flask and the flask flushed with argon. A solution of degassed tert-butyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate (2.45 g, 7.40 mmol) in dioxane (70 mL) was added to the flask. The reaction mixture was heated to 80 °C and stirred for 16 hours. After completion of the reaction, it was filtered through a glass sintered funnel to remove the solid KOAc and the filtrate was concentrated under reduced pressure. Purification by silica gel column chromatography (eluent: 5% EtOAc in hexane solution) afforded tert-butyl 3-boronic acid pinacol esteryl-5,6-dihydropyridine-1(2H)-carboxylate (1.62 g, 71%) as a colorless oil.1H NMR (400 MHz, CDCl3): δ 6.69-6.60 (m, 1H), 3.98 (br s, 2H), 3.49-3.42 (m, 2H), 2.24-2.16 (m, 2H), 1.47 (s, 9H), 1.27 (s, 12H). LC-MS (ESI, m/z): calculated value C18H28BNO4 [M+H]+ 310.2, measured value 311.0.
References
[1] Patent: WO2006/47277, 2006, A2. Location in patent: Page/Page column 97
[2] Patent: US2006/281788, 2006, A1. Location in patent: Page/Page column 73
[3] Patent: US2008/51402, 2008, A1. Location in patent: Page/Page column 60
[4] Patent: WO2007/48088, 2007, A2. Location in patent: Page/Page column 115
[5] Patent: US2013/102601, 2013, A1. Location in patent: Paragraph 184
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE Suppliers
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View Lastest Price from TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE manufacturers
- Product
- TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE 885693-20-9
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-05
- Product
- TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE 885693-20-9
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-12
- Product
- TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE 885693-20-9
- Price
- US $0.00/KG
- Min. Order
- 25KG
- Purity
- 95%
- Supply Ability
- Inquiry
- Release date
- 2022-09-26