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Published TCIMAIL newest issue No.198
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CAS RN: 1223020-29-8 | Product Number: B3934
2,6-Bis[(2R,4S,5S)-1-benzyl-4,5-diphenylimidazolidin-2-yl]pyridine
![Chemical Structure of 2,6-Bis[(2R,4S,5S)-1-benzyl-4,5-diphenylimidazolidin-2-yl]pyridine](/medias/B3934.jpg?context=bWFzdGVyfHJvb3R8NTg3MzB8aW1hZ2UvanBlZ3xhREJtTDJoa05DODRPVEl3TVRjNU1UUTJOemd5TDBJek9UTTBMbXB3Wnd8OGRmZmM2ZTExOWJhZTQzYzRhMDY2OTgwZDcxOTExYTVkYTFlMWQ5YmY4MzFkZmQzNDkxMzc3MWIwMWE0MjA2Yg "2,6-Bis[(2R,4S,5S)-1-benzyl-4,5-diphenylimidazolidin-2-yl]pyridine")
![Thumbnail of 2,6-Bis[(2R,4S,5S)-1-benzyl-4,5-diphenylimidazolidin-2-yl]pyridine](/medias/B3934.jpg?context=bWFzdGVyfHJvb3R8MTY4NDZ8aW1hZ2UvanBlZ3xhREF6TDJneU1TODRPVE16TmpVNE5Ua3hNall5TDBJek9UTTBMbXB3Wnd8NmIxYjY0OGRjNjZkODI3MTk4ZDA3MDQzM2Y2NTY2Nzc0YTBlMDZmY2QyYTA5NTdmNGI4NDBjYjg2ODIxMjQxYg)
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![2,6-Bis[(2R,4S,5S)-1-benzyl-4,5-diphenylimidazolidin-2-yl]pyridine](/_ui/responsive/theme-tci/images/missing_product_zoom.jpg "2,6-Bis[(2R,4S,5S)-1-benzyl-4,5-diphenylimidazolidin-2-yl]pyridine")
Purity: >90.0%(HPLC)
Synonyms:
- PyBidine
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 50MG |
€87.00
|
2 | ≥100 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | B3934 |
Purity / Analysis Method 
|
>90.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__4__9H__4__5N__5 = 703.93 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Frozen (<0°C) |
| Condition to Avoid | Heat Sensitive |
| CAS RN | 1223020-29-8 |
| Reaxys Registry Number | 20348189 |
| PubChem Substance ID | 160871049 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 90.0 area% |
| Specific rotation [a]20/D | -98.0 to -100.0 deg(C=1, CHCl3) |
| NMR | confirm to structure |
Properties (reference)
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
Related Laws:
Transport Information:
| HS Number | 2933399990 |
Application
Switching Enantioface Selection in the Asymmetric Nitro-Mannich Reaction Using PyBidine-Metal Catalysts
Typical Procedure (Cat.: Ni(OAc)2 ·4H2O, Ar: Ph): PyBidine (15.5 mg, 0.022 mmol) and Ni(OAc)2 ·4H2O (12.3 mg, 0.02 mmol) are added to a flask under Ar. Dichloromethane (1.00 mL) is added to the flask and the mixture is stirred for 3 hours. After removal of the solvent under reduced pressure, dioxane (1.00 mL) is added as a reaction solvent. To the resulting solution, nitromethane (122 mg, 2.00 mmol), DIPEA (2.6 mg, 0.02 mmol) and tert-butyl benzylidenecarbamate (41.1 mg, 0.20 mmol) are added at r.t. After being stirred for 24 hours, the reaction mixture is quenched by saturated NaHCO3 aq., extracted with dichloromethane, and dried over Na2SO4. After removal of the solvent under reduced pressure, the resulting crude mixture is purified by silica gel column chromatography to give (R)-tert-butyl 2-nitro-1-phenylethylcarbamate (90% yield, 89% ee).
References
Application
Useful Asymmetric Organoligands for [3+2] Cycloaddition
References
- 1)Direct monitoring of the asymmetric induction of solid-phase catalysis using circular dichroism: diamine?CuI-catalyzed asymmetric Henry reaction
- 2)A library of chiral imidazoline?aminophenol ligands: discovery of an efficient reaction sphere
- 3)Chiral bis(imidazolidine)pyridine?Cu(OTf)2: catalytic asymmetric endo-selective [3+2] cycloaddition of imino esters with nitroalkenes
- 4)syn-Selective asymmetric Mannich reaction of sulfonyl imines with iminoesters catalyzed by the N,N,N-tridentate bis(imidazolidine)pyridine (PyBidine)?Cu(OTf)2 complex
- 5)Catalytic asymmetric exo’ -selective [3+2] cycloaddition of iminoesters with nitroalkenes
PubMed Literature
Product Articles
[TCIMAIL No.156] Useful Asymmetric Organoligands for [3+2] Cycloaddition[Research Articles] Switching Enantioface Selection in the Asymmetric Nitro-Mannich Reaction Using PyBidine-Metal Catalysts
Product Documents (Note: Some products will not have analytical charts available.)
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