Fluvastatin methyl ester

Base Information

• Chemical Name: Fluvastatin methyl ester
• CAS No.: 93957-53-0
• Molecular Formula: C₂₅H₂₈FNO₄
• Molecular Weight: 425.5
• DSSTox Substance ID: DTXSID201111963
• Mol file: 93957-53-0.mol

Synonyms:Fluvastatin methyl ester;93957-53-0;(3S,5R,E)-Methyl 7-(3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl)-3,5-dihydroxyhept-6-enoate;methyl (E,3S,5R)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoate;SCHEMBL557533;BOCZYIUKFAQNLG-DSJWGCTQSA-N;DTXSID201111963;AKOS016843746;A844748;J-521374;(3S,5R,E)-Methyl7-(3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl)-3,5-dihydroxyhept-6-enoate;Methyl(3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoate;rel-Methyl (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoate

Chemical Property of Fluvastatin methyl ester

Chemical Property:

• Vapor Pressure: 1.3E-16mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 627.5 °C at 760 mmHg
• PKA: 13.54±0.20(Predicted)
• Flash Point: 333.3 °C
• PSA: 71.69000
• Density: 1.18 g/cm³
• LogP: 4.71650
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 425.20023654
• Heavy Atom Count: 31
• Complexity: 604

Purity/Quality:

99% ^*data from raw suppliers

FluvastatinMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N1C2=CC=CC=C2C(=C1C=CC(CC(CC(=O)OC)O)O)C3=CC=C(C=C3)F
• Isomeric SMILES: CC(C)N1C2=CC=CC=C2C(=C1/C=C/[C@@H](C[C@@H](CC(=O)OC)O)O)C3=CC=C(C=C3)F
• Uses: An intermediate for the selective synthesis of Fluvastatin (F601250).

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:

(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 (+/-)-erythro-(E)-7-[3'-(4''-fluorophenyl)-1'-(1''-methylethyl)indole-2'-yl]-3,5-dihydroxyhept-6-enoate (93957-53-0,93957-72-3,110454-40-5,110454-43-8,202479-37-6)

Guidance literature:

With sodium tetrahydroborate; diethyl methoxy borane; Yield given. Multistep reaction; 1.) THF, methanol, -70 deg C, 15 min 2.) 5 h;

DOI:10.1016/S0040-4039(00)95673-9

Reference yield:

(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 (+/-)-erythro-(E)-7-[3'-(4''-fluorophenyl)-1'-(1''-methylethyl)indole-2'-yl]-3,5-dihydroxyhept-6-enoate (93957-53-0,93957-72-3,110454-40-5,110454-43-8,202479-37-6) + (E)-(3R,5R)-7-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester (93957-53-0,93957-72-3,110454-40-5,110454-43-8)

Guidance literature:

With sodium tetrahydroborate; diethyl methoxy borane; Product distribution; varying amounts of methoxydiethylborane;

DOI:10.1016/S0040-4039(00)95673-9

Reference yield:

(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 (+/-)-erythro-(E)-7-[3'-(4''-fluorophenyl)-1'-(1''-methylethyl)indole-2'-yl]-3,5-dihydroxyhept-6-enoate (93957-53-0,93957-72-3,110454-40-5,110454-43-8,202479-37-6) + (E)-(3R,5R)-7-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester (93957-53-0,93957-72-3,110454-40-5,110454-43-8)

Guidance literature:

With sodium tetrahydroborate; diethyl methoxy borane; Product distribution; varying amounts of methoxydiethylborane;

DOI:10.1016/S0040-4039(00)95673-9

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

Refernces

• 1、 Chen, Kau-Ming,Hardtmann, Goetz E.,Prasad, Kapa,Repic, Oljan,Shapiro, Michael J.. "1,3-SYN DIASTEREOSELECTIVE REDUCTION OF β-HYDROXYKETONES UTILIZING ALKOXYDIALKYLBORANES". . p. 155 - 158. Retrieved 2007/10/02.