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CAS RN: 1420042-07-4 | Product Number: D5160
2,4-Dibromo-6-[(E)-[[(1R,2R)-2-(isoindolin-2-yl)-1,2-diphenylethyl]imino]methyl]phenol
![2,4-Dibromo-6-[(E)-[[(1R,2R)-2-(isoindolin-2-yl)-1,2-diphenylethyl]imino]methyl]phenol No-Image](/medias/D5160.jpg?context=bWFzdGVyfHJvb3R8NTU5Nzl8aW1hZ2UvanBlZ3xhR1prTDJneFpDODRPVEl4TkRjek5EZ3lOemd5TDBRMU1UWXdMbXB3Wnd8NTMxYmUyYjBmNTM0NDE2Y2NkYzJmN2M0MzlhYWVhYTdjOTIzYzUxOGVhNTJmYjlkM2ZhMmM2NzViM2MyYTY3ZQ)
Purity: >93.0%(HPLC)
Synonyms:
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Product Number | D5160 |
Purity / Analysis Method | >93.0%(HPLC) |
Molecular Formula / Molecular Weight | C__2__9H__2__4Br__2N__2O = 576.33 |
Physical State (20 deg.C) | Solid |
Storage Temperature | Frozen (<0°C) |
Store Under Inert Gas | Store under inert gas |
Condition to Avoid | Moisture Sensitive,Heat Sensitive |
CAS RN | 1420042-07-4 |
Reaxys Registry Number | 28661479 |
PubChem Substance ID | 354334487 |
Specifications
Appearance | Light yellow to Yellow to Orange powder to crystal |
Purity(HPLC) | min. 93.0 area% |
NMR | confirm to structure |
Properties (reference)
GHS
Related Laws:
Transport Information:
H.S.code* | 2933.99-000 |
Application
Chiral Ligand for Asymmetric Iodocyclization
Experimental procedure: N-Ts alkenamide (0.1 mmol) and D5160-CuOAc complex (7.0 mg, 0.01 mmol) are dissolved in dichloromethane (1 mL) and toluene (3 mL). The mixture is stirred at room temperature for 10 min, and at -78 °C for 30 min. Then, NIS (24.6 mg, 0.11 mmol) and I2 (5.1 mg, 0.02 mmol) are added to the reaction mixture. After being stirred for 16-18 h, the reaction mixture is quenched with saturated Na2SO3 aq. and then the products are extracted with dichloromethane in 3 times. The collected organic layer is dried over Na2SO4. After removal of the solvent under reduced pressure, the residue is purified by silica-gel column chromatography (hexane:ethyl acetate = 3:1) to afford the iodocyclization product.
References
- Catalytic Asymmetric Iodocyclization of N-Tosyl Alkenamides using Aminoiminophenoxy Copper Carboxylate: A Concise Synthesis of Chiral 8-Oxa-6-Azabicyclo[3.2.1]octanes
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