140853-10-7 Usage
Description
(DHQD)2PHAL, also known as a monomeric cinchona alkaloid dimer, is a modified cinchona alkaloid derivative with significant applications in the field of enantioselective catalysis. It is characterized by its ability to act as a catalyst for asymmetric halogenations and as a ligand in various chemical reactions, making it a versatile and valuable compound in the pharmaceutical and chemical industries.
Uses
Used in Pharmaceutical Industry:
(DHQD)2PHAL is used as a catalyst for asymmetric halogenations, which are essential reactions in the synthesis of various pharmaceutical compounds. Its ability to selectively produce one enantiomer over the other allows for the creation of chiral molecules with specific biological activities, leading to more effective and safer drugs.
Used in Chemical Industry Asymmetric Dihydroxylation:
(DHQD)2PHAL is used as a ligand for osmium trioxide catalyzed asymmetric dihydroxylation of olefins. This reaction is crucial in the synthesis of various organic compounds, including those with applications in the pharmaceutical, agrochemical, and material science industries.
Used in Chemical Industry Suzuki-Miyaura Coupling:
(DHQD)2PHAL is used as a ligand in palladium catalyzed Suzuki-Miyaura coupling of aryl/heteroaryl halides with aryl boronic acids. This reaction is performed in an aqueous medium and in the absence of phosphine/organic solvent, making it a more environmentally friendly and cost-effective process. The resulting biaryl compounds have applications in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.
Used in Chemical Industry Click Chemistry:
(DHQD)2PHAL is used as a ligand in copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, which are used to synthesize 1,2,3-triazoles in water. This "click chemistry" approach is highly efficient and selective, making it a popular method for the synthesis of various compounds, including those with potential applications in drug development, materials science, and bioconjugation.
Check Digit Verification of cas no
The CAS Registry Mumber 140853-10-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,0,8,5 and 3 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 140853-10:
(8*1)+(7*4)+(6*0)+(5*8)+(4*5)+(3*3)+(2*1)+(1*0)=107
107 % 10 = 7
So 140853-10-7 is a valid CAS Registry Number.
InChI:InChI=1/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
140853-10-7Relevant articles and documents
The Osmium-Catalyzed Asymmetric Dihydroxylation: A New Ligand Class and a Process Improvement
Sharpless, K. Barry,Amberg, Willi,Bennani, Youssef L.,Crispino, Gerard A.,Hartung, Jens,et al.
, p. 2768 - 2771 (1992)
Two key improvements in the osmium-catalyzed asymmetric dihydroxylation have led to a simple procedure which is applicable to a wide range of olefins.
