392731

(DHQD)₂PHAL

≥95%

• Synonyma: Hydroquinidine 1,4-phthalazinediyl diether
• Empirický vzorec (Hillův zápis): C₄₈H₅₄N₆O₄
• Číslo CAS: 140853-10-7
• Molekulová hmotnost: 778.98
• Beilstein/REAXYS Number: 5475678
• MDL number: MFCD00198107
• UNSPSC Code: 12352005
• PubChem Substance ID: 24864481
• NACRES: NA.22

Vlastnosti

• assay: ≥95%
• form: powder
• optical activity: [α]22/D −262°, c = 1.2 in methanol
• greener alternative product score: old score: 5; new score: 3; Find out more about DOZN™ Scoring
• greener alternative product characteristics: 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.)
• greener alternative category: , 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
• InChI key: YUCBLVFHJWOYDN-HVLQGHBFSA-N

Popis

General description

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

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

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.

Application

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

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

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

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

Legal Information

Sold under license from Rhodia Pharma Solutions.

Bezpečnostní informace

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)