Pitavastatin Ethyl Ester

Base Information

• Chemical Name: Pitavastatin Ethyl Ester
• CAS No.: 167073-19-0
• Molecular Formula: C27H28FNO4
• Molecular Weight: 449.522
• Mol file: 167073-19-0.mol

Synonyms:5-dihydroxy-6-heptenoic acid ethyl ester;

Chemical Property of Pitavastatin Ethyl Ester

Chemical Property:

• Vapor Pressure: 1.49E-07mmHg at 25°C
• Boiling Point: 428.7oC at 760 mmHg
• PKA: 13.53±0.20(Predicted)
• Flash Point: 213.1oC
• PSA: 79.65000
• Density: 1.27g/cm3
• LogP: 4.99660
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pitavastatin ethyl ester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Pitavastatin Ethyl Ester is used as a reactant in an improved process for preparing quinoline derivatives.

Technology Process of Pitavastatin Ethyl Ester

There total 20 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: 100.0%

ethyl 5(R)-(E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-5-hydroxy-3-oxo-6-heptenoate (254452-95-4) + 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 Corynebacterium acetoacidophilum ATCC₁₃₈₇₀; In dimethyl sulfoxide; at 30 ℃; for 20h; pH=7; Product distribution / selectivity; aerobic conditions; potassium phosphate buffer (pH 7.0);

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: 0.3%

ethyl (E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-3,5-dihydroxyhept-6-enoate (477950-34-8,172336-32-2,172336-33-3) → (E)7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-(3S,5R)-dihydroxyhept-6-enic acid ethyl ester (167073-18-9,172336-32-2,172336-33-3) + (E)7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-(3R,5R)-dihydroxyhept-6-enic acid ethyl ester (380848-32-8,172336-32-2,172336-33-3) + (E)7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-(3S,5S)-dihydroxyhept-6-enic acid ethyl ester (380848-30-6,172336-32-2,172336-33-3) + (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 1473; Purification / work up;

upstream raw materials:

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

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

ethyl (E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-3,5-dihydroxyhept-6-enoate

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

Downstream raw materials:

pitavastatin calcium salt

ethyl (3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3,5-dihydroxy-6-heptenoate, trifluoroacetate salt

pitavastatin

sodium (3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoate

Refernces

• 1、 -. "METHOD FOR PRODUCING PITAVASTATIN CALCIUM". . . Retrieved 2018/08/25.
• 2、 -. "Process for producing (3R,5S)-(E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin- 3-yl]-3, 5-dihydroxyhept-6-enic acid esters". Page 21-23. . Retrieved 2010/02/05.