Fluvastatin Methyl Ester

Base Information

• Chemical Name: Fluvastatin Methyl Ester
• CAS No.: 786710-21-2
• Molecular Formula: C₂₅H₂₈FNO₄
• Molecular Weight: 425.5
• Mol file: 786710-21-2.mol

Synonyms:methyl [3R,5S-(E)]-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoate

Chemical Property of Fluvastatin Methyl Ester

Chemical Property:

• Boiling Point: 627.5±55.0 °C(Predicted)
• PKA: 13.54±0.20(Predicted)
• Density: 1.18±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Fluvastatin Methyl Ester

There total 4 articles about Fluvastatin Methyl 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: 84.8%

(E)-7-[3-(4-fluorophenyl)-1-isopropyl-2-indolyl]-3-hydroxy-5-oxo-6-heptenoic acid methyl ester (263274-26-6) → methyl [3R,5S-(E)]-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoate (786710-21-2,202479-37-6)

Guidance literature:

(E)-7-[3-(4-fluorophenyl)-1-isopropyl-2-indolyl]-3-hydroxy-5-oxo-6-heptenoic acid methyl ester; With triethyl borane; oxygen; In tetrahydrofuran; methanol; at -80 - -78 ℃; for 1.03333h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol;

Reference yield: 70.0%

(E)-7-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-5-hydroxy-3-oxo-hept-6-enoic acid methyl ester (93957-52-9) → methyl [3R,5S-(E)]-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoate (786710-21-2,202479-37-6)

Guidance literature:

With methanol; sodium tetrahydroborate; triethyl borane; In tetrahydrofuran; at -70 ℃; for 5h;

DOI:10.1246/cl.1987.1923

Reference yield:

methyl (3S,6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]3-hydroxy-5-oxohept-6-enoate → methyl [3R,5S-(E)]-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoate (786710-21-2,202479-37-6)

Guidance literature:

methyl (3S,6E)-7-[3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl]3-hydroxy-5-oxohept-6-enoate; With diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 0.5h;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 3h;

With sodium hydrogencarbonate; acetic acid; more than 3 stages;

upstream raw materials:

(E)-7-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-5-hydroxy-3-oxo-hept-6-enoic acid methyl ester

methyl [R*,S*-(E)]-(+/-)-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoate

(E)-7-[3-(4-fluorophenyl)-1-isopropyl-2-indolyl]-3-hydroxy-5-oxo-6-heptenoic acid methyl ester

Downstream raw materials:

fluvastatin sodium

Refernces

• 1、 -. "PROCESS AND INTERMEDIATES FOR THE SELECTIVE SYNTHESIS OF FLUVASTATIN". Page/Page column 10. . Retrieved 2010/10/20.
• 2、 Chen, Kau-Ming,Gunderson, Karl G.,Hardtmann, Goetz E.,Prasad, Kapa,Repic, Oljan,Shapiro, Michael J.. "A Novel Method for the In Situ Generation of Alkoxydialkylboranes and Their Use in the Selective Preparation of 1,3-Syn Diols". . p. 1923 - 1926. Retrieved 2007/10/02.