392731

(DHQD)₂PHAL

≥95%

• Synonym(e): Hydrochinidin-1,4-phthalazindiyl-diether
• Empirische Formel (Hill-System): C₄₈H₅₄N₆O₄
• CAS-Nummer: 140853-10-7
• Molekulargewicht: 778.98
• Beilstein: 5475678
• MDL-Nummer: MFCD00198107
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24864481
• NACRES: NA.22

Eigenschaften

• Assay: ≥95%
• Form: powder
• Optische Aktivität: [α]22/D −262°, c = 1.2 in methanol
• Grünere Alternativprodukt-Bewertung: old score: 5; new score: 3; Find out more about DOZN™ Scoring
• Grünere Alternativprodukt-Eigenschaften: Waste Prevention; Less Hazardous Chemical Syntheses; Safer Solvents and Auxiliaries; Inherently Safer Chemistry for Accident Prevention; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp (Schmelzpunkt): 160 °C (dec.) (lit.)
• Grünere Alternativprodukt-Kategorie: , Re-engineered
• SMILES String: CC[C@H]1CN2CCC1CC2[C@@H](Oc3nnc(O[C@H](C4CC5CCN4C[C@@H]5CC)c6ccnc7ccc(OC)cc67)c8ccccc38)c9ccnc%10ccc(OC)cc9%10
• InChI: 1S/C48H54N6O4/c1-5-29-27-53-21-17-31(29)23-43(53)45(35-15-19-49-41-13-11-33(55-3)25-39(35)41)57-47-37-9-7-8-10-38(37)48(52-51-47)58-46(44-24-32-18-22-54(44)28-30(32)6-2)36-16-20-50-42-14-12-34(56-4)26-40(36)42/h7-16,19-20,25-26,29-32,43-46H,5-6,17-18,21-24,27-28H2,1-4H3/t29-,30-,31-,32-,43+,44+,45-,46-/m0/s1
• InChIKey: YUCBLVFHJWOYDN-HVLQGHBFSA-N

Beschreibung

Allgemeine Beschreibung

(DHQD)₂PHAL is a dimer that can be used as a chiral amine catalyst for asymmetric halogenations.[1][2]

(DHQD)₂PHAL is a modified cinchona alkaloid derivative mainly used as a ligand for enantioselective catalysis.[3]

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Less Hazardous Chemical Syntheses”, "Safer Solvents and Auxiliaries" and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

Anwendung

(DHQD)₂PHAL may be used as ligand for:

• Osmium trioxide catalyzed asymmetric dihydroxylation of olefins.[3]
• Palladium catalyzed Suzuki-Miyaura coupling of aryl/heteroaryl halides with aryl boronic acids in aqueous medium and in the absence of phosphine/organic solvent.[4]
• Copper(I)-catalyzed azide-alkyne cycloaddition reaction to synthesize 1,2,3-triazoles in water.[5]

Hydroquinidine 1,4-phthalazinediyl diether [(DHQD)₂PHAL] can be used:

• As a ligand for Sharpless asymmetric dihydroxylation.[6]
• For enantioselective α-fluorination of carbonyl compounds.[7]

Rechtliche Hinweise

Sold under license from Rhodia Pharma Solutions.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)