Pus9XN5npl

Base Information

Chemical Name:Pus9XN5npl
CAS No.:148516-15-8
Molecular Formula:C₂₅H₂₀FNO₂
Molecular Weight:385.438
Hs Code.:
UNII:PUS9XN5NPL

Synonyms:PUS9XN5NPL;148516-15-8;(6S)-6-((1E)-2-(2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl)ethenyl)-5,6-dihydro-2H-pyran-2-one;2H-Pyran-2-one, 6-((1E)-2-(2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl)ethenyl)-5,6-dihydro-, (6S)-;2H-Pyran-2-one, 6-(2-(2-cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl)ethenyl)-5,6-dihydro-, (S-(E))-;6-((1E)-2-(2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl)ethenyl)-5,6-dihydro-2H-pyran-2-one, (6S)-;UNII-PUS9XN5NPL;CS-0164784;(S,E)-6-(2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)vinyl)-5,6-dihydro-2H-pyran-2-one? (Pitavastatin Impurity pound(c)

Suppliers and Price of Pus9XN5npl

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 7 raw suppliers

Chemical Property of Pus9XN5npl

Chemical Property:

Boiling Point:590.0±50.0 °C(Predicted)
Density:1.328±0.06 g/cm3(Predicted)
XLogP3:5.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:385.14780704
Heavy Atom Count:29
Complexity:649

Purity/Quality:: ≥95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1CC1C2=NC3=CC=CC=C3C(=C2C=CC4CC=CC(=O)O4)C5=CC=C(C=C5)F
Isomeric SMILES:C1CC1C2=NC3=CC=CC=C3C(=C2/C=C/[C@@H]4CC=CC(=O)O4)C5=CC=C(C=C5)F
Uses A Phenylquinoline derivative. It is an impurity in the production of Pitavastatin, which is a competitive inhibitor of HMG-CoA reductase. Antilipemic.

Technology Process of Pus9XN5npl

There total 41 articles about Pus9XN5npl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: (3R,5S,6E)-7-<2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl>-3,5-dihydroxy-6-heptenoic acid 1,5-lactone

: 148516-15-8
(6S)-6-{(E)-2-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]vinyl}-5,6-dihydro-2H-pyran-2-one

Guidance literature:: (3R,5S,6E)-7-<2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl>-3,5-dihydroxy-6-heptenoic acid 1,5-lactone; With triethylamine; In dichloromethane; for 0.25h; Cooling with ice;

With methanesulfonyl chloride; In dichloromethane; at 20 ℃; for 18.5h;
DOI:10.1055/s-0031-1290916

Reference yield:

: 121660-11-5
2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline

: 148516-15-8
(6S)-6-{(E)-2-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]vinyl}-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: tri-n-butylphosphine / pyridine / Ambient temperature

2: 1.) tert-butyllithium / 1.) THF, 2.) THF, -78 deg C, 1 h

3: potassium hydroxide / tetrahydrofuran / 3.5 h / Ambient temperature

4: 100 percent / dimethylsulfoxide / 0.5 h / Ambient temperature

5: 67 percent / palladium(II) chloride, copper(II) chloride, NaOAc / 3 h / 760 Torr / Ambient temperature

6: H₂ / Lindlar cat. / methanol / 25 h / Ambient temperature

7: pyridinium p-toluenesulfonate (PPTS) / toluene / 1.5 h / Heating

8: m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) -40 deg C, 30 min

9: calcium carbonate / toluene / 0.5 h / Heating

With potassium hydroxide; tributylphosphine; hydrogen; tert.-butyl lithium; sodium acetate; pyridinium p-toluenesulfonate; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; copper dichloride; palladium dichloride; Lindlar catalyst; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/S0957-4166(00)82337-X

Reference yield:

: 148516-11-4
2-cyclopropyl-4-(4-fluoro-phenyl)-3-quinoline carboxylic acid ethyl ester

: 148516-15-8
(6S)-6-{(E)-2-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]vinyl}-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: lithium aluminum hydride / tetrahydrofuran / from 0 deg C to RT

2: tri-n-butylphosphine / pyridine / Ambient temperature

3: 1.) tert-butyllithium / 1.) THF, 2.) THF, -78 deg C, 1 h

4: potassium hydroxide / tetrahydrofuran / 3.5 h / Ambient temperature

5: 100 percent / dimethylsulfoxide / 0.5 h / Ambient temperature

6: 67 percent / palladium(II) chloride, copper(II) chloride, NaOAc / 3 h / 760 Torr / Ambient temperature

7: H₂ / Lindlar cat. / methanol / 25 h / Ambient temperature

8: pyridinium p-toluenesulfonate (PPTS) / toluene / 1.5 h / Heating

9: m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) -40 deg C, 30 min

10: calcium carbonate / toluene / 0.5 h / Heating

With potassium hydroxide; lithium aluminium tetrahydride; tributylphosphine; hydrogen; tert.-butyl lithium; sodium acetate; pyridinium p-toluenesulfonate; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; copper dichloride; palladium dichloride; Lindlar catalyst; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/S0957-4166(00)82337-X