392731

(DHQD)₂PHAL

≥95%

• Synonim(y): Hydroquinidine 1,4-phthalazinediyl diether
• Wzór empiryczny (zapis Hilla): C₄₈H₅₄N₆O₄
• Numer CAS: 140853-10-7
• Masa cząsteczkowa: 778.98
• Beilstein: 5475678
• Numer MDL: MFCD00198107
• Kod UNSPSC: 12352005
• Identyfikator substancji w PubChem: 24864481
• NACRES: NA.22

Właściwości

• Próba: ≥95%
• Formularz: powder
• aktywność optyczna: [α]22/D −262°, c = 1.2 in methanol
• wynik ekologicznej alternatywy: old score: 5; new score: 3; Find out more about DOZN™ Scoring
• charakterystyka ekologicznej alternatywy: 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: 160 °C (dec.) (lit.)
• kategoria ekologicznej alternatywy: , Re-engineered
• ciąg SMILES: 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
• Klucz InChI: YUCBLVFHJWOYDN-HVLQGHBFSA-N

Opis

Opis ogólny

(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.

Zastosowanie

(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]

Informacje prawne

Sold under license from Rhodia Pharma Solutions.

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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
• Środki ochrony indywidualnej: Eyeshields, Gloves, type N95 (US)