418951

(DHQD)₂Pyr

97%

• Synonym(s): Hydroquinidine-2,5-diphenyl-4,6-pyrimidinediyl diether
• Empirical Formula (Hill Notation): C₅₆H₆₀N₆O₄
• CAS Number: 149725-81-5
• Molecular Weight: 881.11
• MDL number: MFCD00198108
• UNSPSC Code: 12352005
• PubChem Substance ID: 24866252
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• optical activity: [α]20/D −390°, c = 1.2 in methanol
• mp: 247-250 °C (lit.)
• functional group: phenyl
• SMILES string: CC[C@H]1CN2CCC1CC2[C@@H](Oc3nc(nc(O[C@H](C4CC5CCN4C[C@@H]5CC)c6ccnc7ccc(OC)cc67)c3-c8ccccc8)-c9ccccc9)c%10ccnc%11ccc(OC)cc%10%11
• InChI: 1S/C56H60N6O4/c1-5-35-33-61-27-23-39(35)29-49(61)52(43-21-25-57-47-19-17-41(63-3)31-45(43)47)65-55-51(37-13-9-7-10-14-37)56(60-54(59-55)38-15-11-8-12-16-38)66-53(50-30-40-24-28-62(50)34-36(40)6-2)44-22-26-58-48-20-18-42(64-4)32-46(44)48/h7-22,25-26,31-32,35-36,39-40,49-50,52-53H,5-6,23-24,27-30,33-34H2,1-4H3/t35-,36-,39-,40-,49+,50+,52-,53-/m0/s1
• InChI key: SWKRDCRSJPRVNF-DOGDSVMGSA-N

Description

Application

(DHQD)₂Pyr may be used:

• To catalyze the enantioselective allylic amination of alkylidene cyanoacetates with dialkyl azodicarboxylates.[1]
• To prepare 10(R),11-Dihydroxydihydroquinine and 10(S),11-dihydroxydihydroquinine via the Sharpless catalytic asymmetric dihydroxylation.[2]
• In the total synthesis of okadaic acid, a protein phosphatase inhibitor.[3]

Legal Information

Sold under license from Rhodia Pharma Solutions.

Safety Information

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