Pitavastatin Ethyl Ester

Base Information

• Chemical Name: Pitavastatin Ethyl Ester
• CAS No.: 172336-32-2
• Molecular Formula: C₂₇H₂₈FNO₄
• Molecular Weight: 449.522
• European Community (EC) Number: 605-634-7
• Nikkaji Number: J1.195.497I
• Mol file: 172336-32-2.mol

Synonyms:Pitavastatin Ethyl Ester;167073-19-0;172336-32-2;(3R,5S)-Ethyl 7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate;ethyl (E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoate;(E)-Ethyl 7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate;Pitavastatinethylester;SCHEMBL2904607;MAUQAXOHCVNUMX-SVKRATOZSA-N;[R-(R*,S*)]-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolinyl]-3,5-dihydroxy-6-heptenoic acid ethyl ester;172336-33-3;AC-30586;CS-0164767;(3R,5S)-Ethyl7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate;(3R,5S,E)-ethyl 7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate? (Pitavastatin Impurity pound(c)

Chemical Property of Pitavastatin Ethyl Ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.639
• Boiling Point: 670.412 °C at 760 mmHg
• PKA: 13.79±0.20(Predicted)
• Flash Point: 359.252 °C
• PSA: 79.65000
• Density: 1.271 g/cm³
• LogP: 4.99660
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 449.20023654
• Heavy Atom Count: 33
• Complexity: 661

Purity/Quality:

99% ^*data from raw suppliers

(3R,5S)-Ethyl7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(CC(C=CC1=C(C2=CC=CC=C2N=C1C3CC3)C4=CC=C(C=C4)F)O)O
• Isomeric SMILES: CCOC(=O)C[C@@H](C[C@@H](/C=C/C1=C(C2=CC=CC=C2N=C1C3CC3)C4=CC=C(C=C4)F)O)O

Technology Process of Pitavastatin Ethyl Ester

There total 72 articles about Pitavastatin Ethyl Ester 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: 83.0%

ethyl 5(S)-(E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-5-hydroxy-3-oxo-6-heptenoate (254452-91-0) → (E)-(3R,5S)-7-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3,5-dihydroxy-hept-6-enoic acid ethyl ester (167073-19-0,172336-32-2,172336-33-3)

Guidance literature:

With methanol; sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; ethyl acetate; at -80 - -75 ℃; for 5h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 58.5%

(E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-5-hydroxy-3-oxohept-6-enic acid ethyl ester (148901-69-3) → (±)-E-3,5-dihydroxy-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-6-heptenoic acid ethyl ester (172336-32-2,172336-33-3)

Guidance literature:

(E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-5-hydroxy-3-oxohept-6-enic acid ethyl ester; With diethyl methoxy borane; In tetrahydrofuran; methanol; at -75 ℃; for 1h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -75 ℃; for 3h;

DOI:10.1016/S0968-0896(01)00198-5

Reference yield:

(E)-7-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3,5-dioxo-hept-6-enoic acid ethyl ester (166803-31-2) → (E)-(3R,5S)-7-[2-Cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3,5-dihydroxy-hept-6-enoic acid ethyl ester (172336-32-2,172336-33-3)

Guidance literature:

With formic acid; (1R,2R)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine-RuII-p-cymene; triethylamine; In N,N-dimethyl acetamide; at 50 ℃; for 19.6667h;

upstream raw materials:

ethyl 5(R)-(E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-5-hydroxy-3-oxo-6-heptenoate

2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline

2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline

(E)-3-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-propenal

Downstream raw materials:

(E)-(3R,5R)-7-[2-Cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3,5-dihydroxy-hept-6-enoic acid

(E)-(3S,5S)-7-[2-Cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3,5-dihydroxy-hept-6-enoic acid

(E)7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-(3S,5R)-dihydroxyhept-6-enic acid ethyl ester

(E)7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-(3R,5R)-dihydroxyhept-6-enic acid ethyl ester

Refernces

• 1、 -. "A pitavastatin calcium bulk drug intermediate preparation method". Paragraph 0041-0045. . Retrieved 2017/08/25.
• 2、 -. "PROCESS FOR PREPARING QUINOLINE DERIVATIVE". Page/Page column 23-24. . Retrieved 2012/11/06.