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(CAS RN:415918-91-1 Product Number:D4994)


Synonym (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine

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Product Number D4994

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Purity/Analysis Method >98.0%(HPLC)
Storage Temperature
M.F. / M.W. C36H30NO2P=539.61
CAS RN 415918-91-1
Related CAS RN
MDL Number MFCD08561138
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Appearance White to Orange to Green powder to crystaline
Purity(HPLC) min. 98.0 area%
Optical purity(LC) min. 98.0 ee%
Elemental analysis(Nitrogen) 2.20 to 3.00 %


PubChem SID 354334571

Transport Information

HS Number 2929900090


Iridium / Axially Chiral Phosphoramidite Complex Catalyzed Allylic Substitution of Allyl Carbonate Derivatives

In a nitrogen-filled atmosphere, [Ir(cod)Cl]2 (2.7 mg, 0.0040 mmol), the ligand (4.3 mg, 0.0080 mmol), KF (12 mg, 0.20 mmol), 18-crown-6 (53 mg, 0.20 mmol) and a Teflon-coated magnetic stirring bar are added to a 1-dram vial. Then, anhydrous THF (0.40 mL) is added. The mixture is stirred for 5 min. at ambient temperature before allyl carbonate derivative (0.20 mmol) and the silyl enolate derivative (0.40 mmol, 2.0 equiv) are added. The vial is sealed with a cap and stirred at 50 °C for 12 h. Then, water (1 mL) is added to the reaction mixture followed by 1 N HCl (0.5 mL). The resulting mixture is stirred vigorously for 3 h at room temperature. Brine (1 mL) and Et2O (1 mL) are added; the organic layer is separated, and the aqueous layer is extracted with Et2O (3 x 3 mL). The combined organic extracts are dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. Purification of the crude product is performed by flash column chromatography (gradient elution: hexane:Et2O = 50:1 to 5:1) to provide the product.


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