4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester
- CAS No.
- 286961-15-7
- Chemical Name:
- 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester
- Synonyms
- benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate;benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate;benzyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate;Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate;Benzyl 4-(4,4,5,5-Tetrameth;N-Cbz-1,2,5,6-tetrahydropyridine-4-boronic acid;N-Cbz-3,6-Dihydro-2H-pyridine-4-boronic acid pinacol ester;1-Cbz-1,2,3,6-tetrahydropyridine-4-ylboronic acid picol ester;1-Cbz-1,2,3,6-tetrahydropyridine-4-boronic Acid Pinacol Ester;N-Cbz-1,2,3,6-tetrahydropyridine-4-boronic acid, pinacol ester
- CBNumber:
- CB32456736
- Molecular Formula:
- C19H26BNO4
- Molecular Weight:
- 343.23
- MDL Number:
- MFCD11521562
- MOL File:
- 286961-15-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester Properties
| Melting point | 88-90℃ |
|---|---|
| Boiling point | 418.2±55.0 °C(Predicted) |
| Density | 1.13 |
| storage temp. | Sealed in dry,Store in freezer, under -20°C |
| pka | -1.26±0.40(Predicted) |
| form | Solid |
| color | Off-white |
| InChI | InChI=1S/C19H26BNO4/c1-18(2)19(3,4)25-20(24-18)16-10-12-21(13-11-16)17(22)23-14-15-8-6-5-7-9-15/h5-10H,11-14H2,1-4H3 |
| InChIKey | QDSFHRPYZPQWEJ-UHFFFAOYSA-N |
| SMILES | C1N(C(OCC2=CC=CC=C2)=O)CC=C(B2OC(C)(C)C(C)(C)O2)C1 |
| CAS DataBase Reference | 286961-15-7 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-37 | |||||||||
| TSCA | No | |||||||||
| HS Code | 2933399990 | |||||||||
| NFPA 704 |
|
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester price More Price(74)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | C3243 | 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine >98.0%(GC)(T) | 286961-15-7 | 1g | $84 | 2026-04-30 | Buy |
| TCI Chemical | C3243 | 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine >98.0%(GC)(T) | 286961-15-7 | 5g | $251 | 2026-04-30 | Buy |
| ChemScene | CS-B0400 | N-Cbz-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester ≥95% | 286961-15-7 | 1g | $8 | 2026-06-04 | Buy |
| ChemScene | CS-B0400 | N-Cbz-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester ≥95% | 286961-15-7 | 5g | $14 | 2026-06-04 | Buy |
| ChemScene | CS-B0400 | N-Cbz-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester ≥95% | 286961-15-7 | 10g | $25 | 2026-06-04 | Buy |
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester Chemical Properties, Uses, Production
Uses
Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate is a reactant used in the synthesis of potent and orally bioavailable inhibitors of βII tryptase used in the treatment of allergic diseases.
Synthesis
73183-34-3
286961-24-8
286961-15-7
N-Benzyloxycarbonyl-3,6-dihydro-2H-pyridine-4-boronic acid pinacol ester was synthesized from bis(pinacolato) boronic acid and the compound (CAS: 286961-24-8) according to the method reported in Tetrahedron Lett. The steps were as follows: bis(pinacolato)ethylborane (338 mg, 1.33 mmol), potassium acetate (356 mg, 3.63 mmol), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (PdCl2dppf; 30 mg, 0.04 mmol), and 1,1'-bis(diphenylphosphino)ferrocene ( 20 mg, 0.04 mmol), followed by addition of the product of Example 58A (440 mg, 1.21 mmol) in degassed 1,4-dioxane (7 mL). The reaction mixture was heated at 80 °C for 16 h, after which it was cooled to 23 °C, diluted with water and extracted with dichloromethane (3×). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure. The residue was purified by fast column chromatography on silica gel (eluent: 20% ethyl acetate/hexane) to afford the target product N-benzyloxycarbonyl-3,6-dihydro-2H-pyridine-4-boronic acid pinacol ester (323 mg, 78% yield). The product was confirmed by 1H NMR (300 MHz, CDCl3) and mass spectrometry (ESI): 1H NMR δ 1.25 (s, 12H), 2.24 (m, 2H), 3.52 (dd, 2H, J = 5.7, 5.7 Hz), 4.03 (dd, 2H, J = 6 Hz), 5.14 (s, 2H), 6.46 (br m, 1H), 7.32 (m, 5H); MS (ESI) m/e 344 (M + H)+.
References
[1] Tetrahedron Letters, 2000, vol. 41, # 19, p. 3705 - 3708
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 25, p. 7450 - 7465
[3] Patent: US2003/229094, 2003, A1. Location in patent: Page 76
[4] Patent: US2003/232836, 2003, A1. Location in patent: Page 52
[5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 8, p. 2859 - 2872
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Kaiwei Chemical Technology Co., Ltd. | 021-58461859 15821823057 | service@aiviche.com | China | 49299 | 58 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shanghai Boc Chemical Co.,Ltd | 021-34975603-808 18721111801 | sales@bocpharma.com | China | 991 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Shanghai Holy Biohemdeviser Co., Ltd | 021-61551100 | China | 443 | 57 | |
| Hangzhou Sage Chemical Co., Ltd. | +86057186818502 13588463833 | info@sagechem.com | China | 10265 | 58 |
| Shanghai Topbiochem Technology Co., Ltd | 021-58170097 | info@topbiochem.com | China | 9509 | 58 |
View Latest Price from 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-08-25 | Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate
286961-15-7
|
$3.00-9.00 | 99% | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |||
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2025-06-25 | 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER
286961-15-7
|
$1.10 | 1g | 99.0% min | 100 tons min | Shaanxi Dideu Medichem Co. Ltd | |
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2025-04-04 | n-cbz-3,6-dihydro-2h-pyridine-4-boronic acid pinacol ester
286961-15-7
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. |
-

- Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate
286961-15-7
- $3.00-9.00
- 99%
- ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
-
![4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER pictures](/ProductImageEN/2021-04/Small/8c5a7b36-4b20-496b-965b-6b303650474b.jpg)
- 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER
286961-15-7
- $1.10
- 99.0% min
- Shaanxi Dideu Medichem Co. Ltd
-

- n-cbz-3,6-dihydro-2h-pyridine-4-boronic acid pinacol ester
286961-15-7
- 98%
- Henan Aochuang Chemical Co.,Ltd.
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester Spectrum
286961-15-7 (4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester) Related Search:
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