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CAS RN: 1450841-27-6 | Product Number: B4228
2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine
![Chemical Structure of 2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine](/medias/B4228.jpg?context=bWFzdGVyfHJvb3R8NTUxMDV8aW1hZ2UvanBlZ3xhR0k1TDJoak1pODRPVEl3TWpVNU5UVTVORFUwTDBJME1qSTRMbXB3Wnd8OWYyOTc5YjFkNGZhYTQyZjI2YjNlYjQzN2MxYWFiZjIxNmE1NjIyYmMxYjRlYTczY2UwNWNjZDI1MWE4ZGQ4NQ "2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine")
![Thumbnail of 2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine](/medias/B4228.jpg?context=bWFzdGVyfHJvb3R8MTYwMDR8aW1hZ2UvanBlZ3xhRE0xTDJnNU5pODRPVE16Tmpjek5EWTNPVE0wTDBJME1qSTRMbXB3Wnd8NmVkYjZmZDUxMjVlNTQ2YzllODU1OGZkZWVkZmU5OTFkMGFhMWFkODFlNmFjNjI2NDkzZGVlOTFhMmM0YTU3MA)
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![2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine](/_ui/responsive/theme-tci/images/missing_product_zoom.jpg "2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine")
Purity: >90.0%(HPLC)
Synonyms:
Product Documents:
| Size | Unit Price | Hyderabad | Japan* | Quantity |
|---|---|---|---|---|
| 50MG |
₹7,400.00
|
1 | 16 |
|
*Upon orders receipt, Hyderabad stocks will be dispatched on the same day.
*Items available in Japan warehouse will be dispatched in 10-12 working days.
*INR price is exclusive of domestic taxes applicable.
*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.
| Product Number | B4228 |
Purity / Analysis Method 
|
>90.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__4__1H__3__9N__3O__2 = 605.78 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 1450841-27-6 |
| PubChem Substance ID | 253659536 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 90.0 area% |
| Specific rotation [a]20/D | -173 to -183 deg(C=1, CHCl3) |
| NMR | confirm to structure |
Properties (reference)
| Specific Rotation | -174° (C=1,CHCl3) |
GHS
Related Laws:
Transport Information:
Application
An Efficient Bis(oxazolidine)pyridine Ligand Utilizing for the Asymmetric [3+2] Cycloaddition
Experimental Procedure:
Bis(oxazolidine)pyridine ligand (B4228, 0.0165 mmol) and Cu(OAc)2 (0.015 mmol) are added to a round flask containing a stir bar under Ar. CH2Cl2 (1 mL) is added to the flask and the mixture is stirred over 12 hours. To the resulting solution is added azomethine imine (0.15 mmol) at rt. After cooling to –40 °C, to the mixture is added ethyl propiolate (0.18 mmol). After stirring for 47 hours, the reaction mixture is purified by silica gel column chromatography (Et2O/Hexane=2/1 to Et2O) to afford the desired N,N-bicyclic pyrazolidinone derivative (99% yield, 94% ee).
Bis(oxazolidine)pyridine ligand (B4228, 0.0165 mmol) and Cu(OAc)2 (0.015 mmol) are added to a round flask containing a stir bar under Ar. CH2Cl2 (1 mL) is added to the flask and the mixture is stirred over 12 hours. To the resulting solution is added azomethine imine (0.15 mmol) at rt. After cooling to –40 °C, to the mixture is added ethyl propiolate (0.18 mmol). After stirring for 47 hours, the reaction mixture is purified by silica gel column chromatography (Et2O/Hexane=2/1 to Et2O) to afford the desired N,N-bicyclic pyrazolidinone derivative (99% yield, 94% ee).
References
- Development of a tailor-made bis(oxazolidine)pyridine–metal catalyst for the [3+2] cycloaddition of azomethine imines with propiolates
PubMed Literature
Documents
Product Articles
[TCIMAIL No.161] Efficient Bis(oxazolidine)pyridine Ligands Utilized for the Asymmetric [3+2] CycloadditionProduct Documents (Note: Some products will not have analytical charts available.)
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