678635

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monooxide

kanata purity

• Synonim(y): (2R,5R)-1-{2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl}-2,5-dimethylphospholane 1-oxide, R,R-Me-BozPhos
• Wzór empiryczny (zapis Hilla): C₁₈H₂₈OP₂
• Numer CAS: 638132-66-8
• Masa cząsteczkowa: 322.36
• Numer MDL: MFCD09750450
• Kod UNSPSC: 12352005
• Identyfikator substancji w PubChem: 24885440
• NACRES: NA.22

Właściwości

• Formularz: solid
• aktywność optyczna: [α]22/D -171°, c = 1 in chloroform
• mp: 116-122 °C
• grupa funkcyjna: phosphine oxide; phosphine
• ciąg SMILES: C[C@@H]1CC[C@@H](C)P1(C2=CC=CC=C2P3[C@H](C)CC[C@H]3C)=O
• InChI: 1S/C18H28OP2/c1-13-9-10-14(2)20(13)17-7-5-6-8-18(17)21(19)15(3)11-12-16(21)4/h5-8,13-16H,9-12H2,1-4H3/t13-,14-,15-,16-/m1/s1
• Klucz InChI: ORZVYNTUPREFTI-KLHDSHLOSA-N

Opis

Opis ogólny

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monooxide is a chiral ligand whose copper complexes are used extensively in many organic reactions such as addition to imines, nitroalkenes, and reduction of β,β-disubstituted vinyl sulfones.[1][2][3][4][5]

Zastosowanie

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monoxide can be used:

• As a ligand in the preparation of dihydroquinolones and dihydroisoquinolones through palladium-catalyzed C-H functionalization of cyclopropane derivatives.[2]
• As an organocatalyst in the [4+1] annulation reactions of 2-enoylpyridine pyridine N-oxides[3] and olefins[4] with Morita-Baylis-Hillman (MBH) carbonates to yield dihydrofurans derivatives enantioselectively.
• As a ligand in the copper-catalyzed synthesis of chiral nitroalkanes via the addition of dialkylzinc to β-nitroalkenes.[5]

Informacje prawne

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

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Informacja o środkach bezpieczeństwa

• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable