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668478

Sigma-Aldrich

(+)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]ethane

kanata purity

Sinónimos:

(R,R)-Et-BPE

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About This Item

Fórmula empírica (notación de Hill):
C18H36P2
Número de CAS:
136705-62-9
Peso molecular:
314.43
MDL number:
MFCD01073768
UNSPSC Code:
12352005
PubChem Substance ID:
24884985
NACRES:
NA.22

Quality Level

100

refractive index

n20/D 1.5249

bp

104-106 °C/0.05 mmHg

density

0.939 g/mL at 25 °C

functional group

phosphine

SMILES string

CC[C@@H]1CC[C@@H](CC)P1CCP2[C@H](CC)CC[C@H]2CC

InChI

1S/C18H36P2/c1-5-15-9-10-16(6-2)19(15)13-14-20-17(7-3)11-12-18(20)8-4/h15-18H,5-14H2,1-4H3/t15-,16-,17-,18-/m1/s1

InChI key

QOLRLVPABLMMKI-BRSBDYLESA-N

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands
(+)-1,2-Bis[(2R,5R)-2,5-diethylphospholano]ethane can be used as a reactant to prepare:
  • Chromium diphosphine chloride complex which is employed as a catalyst for chemoselective oligomerization reaction.
  • α-Arylpyrrolidines by Suzuki-Miyaura cross-coupling and enantioselective copper-catalyzed intramolecular hydroamination reactions.

It can also be used as a catalyst in the enantioselective preparation of (perfluoroalkyl)butenyldiketones via cross Rauhut-Currier reaction of β-perfluoroalkylenones and vinyl ketones.

Legal Information

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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
12721CE

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Phosphine-Catalyzed Asymmetric Intermolecular Cross Rauhut-Currier Reaction of β-Perfluoroalkyl-Substituted Enones and Vinyl Ketones
T Mengna, et al.
Advanced Synthesis & Catalysis, 359(19), 3347-3353 (2017)
Catalytic Asymmetric Synthesis of α-Arylpyrrolidines and Benzo-fused Nitrogen Heterocycles
Dai X-J, et al.
Angewandte Chemie (International Edition in English), 131(11), 3445-3449 (2019)
Phosphine-Catalyzed Asymmetric Intermolecular Cross Rauhut-Currier Reaction of β-Perfluoroalkyl-Substituted Enones and Vinyl Ketones
T Mengna, et al.
advanced synthesis and catalysis, 359(19), 3347-3353 (2017)
Phospholane-Based Ligands for Chromium-Catalyzed Ethylene Tri-and Tetramerization
Boelter SD, et al.
Organometallics, 39(7), 976-987 (2020)

Artículos

DuPhos and BPE Ligands

Asymmetric hydrogenation enables scalable synthesis of single-enantiomer compounds with minimal byproducts, ideal for commercial manufacturing.

DuPhos and BPE Ligands

Asymmetric hydrogenation enables scalable synthesis of single-enantiomer compounds with minimal byproducts, ideal for commercial manufacturing.

DuPhos and BPE Ligands

Asymmetric hydrogenation enables scalable synthesis of single-enantiomer compounds with minimal byproducts, ideal for commercial manufacturing.

DuPhos and BPE Ligands

Asymmetric hydrogenation enables scalable synthesis of single-enantiomer compounds with minimal byproducts, ideal for commercial manufacturing.

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