Epi Lovastatin

Base Information

• Chemical Name: Epi Lovastatin
• CAS No.: 79952-44-6
• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.547
• Hs Code.: 29322090
• Mol file: 79952-44-6.mol

Synonyms:

Chemical Property of Epi Lovastatin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 108-110?C
• Density: 1.12
• Storage Temp.: -20?C Freezer
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

EpiLovastatin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Uses: Epi Lovastatin (Simvastatin EP Impurity F) is a Lovastatin impurity; an antihypercholesterolemic compound. Lovastatin impurity; an antihypercholesterolemic compound.

Technology Process of Epi Lovastatin

There total 46 articles about Epi Lovastatin 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: 94.0%

6(R)-<2-<1,2,6,7,8,8a(R)-Hexahydro-2(S),6(R)-dimethyl-8(S)-<<2(S)-methylbutyryl>oxy>-1(S)-naphtyl>ethyl>-3,4,5,6-tetrahydro-4(R)-<(tert-butyldimethylsilyl)oxy>-2H-pyran-2-one (79691-11-5,82978-03-8) → lovastatin (75330-75-5,79952-44-6)

Guidance literature:

With hydrogen fluoride; In acetonitrile; at 25 ℃; for 1.4h;

DOI:10.1016/S0040-4039(00)61717-3

Reference yield: 78.2%

ammonium mevinolinic acid (77550-67-5) → lovastatin (75330-75-5,79952-44-6)

Guidance literature:

ammonium mevinolinic acid; With phosphoric acid; In toluene; butanone; at 20 - 82 ℃; for 2 - 2.5h;

With triethylamine; In water; toluene; butanone; at 20 ℃;

Reference yield: 77.0%

*),3α,7β,8β(2S*,4S*,6RS*),8aβ>>-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-<2-(tetrahydro-4,6-dihydroxy-2H-pyran-2-yl)ethyl>-1-naphthalenyl 2-methylbutanoate (117020-90-3,117066-28-1) → lovastatin (75330-75-5,79952-44-6)

Guidance literature:

With Celite; silver carbonate; In toluene; at 85 - 95 ℃; for 1h;

DOI:10.1021/ja00164a024

upstream raw materials:

*),3α,7β,8β(2S^*,4S^*,6RS^*),8aβ>>-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-<2-(tetrahydro-4,6-dihydroxy-2H-pyran-2-yl)ethyl>-1-naphthalenyl 2-methylbutanoate

6(R)-<2-<1,2,6,7,8,8a(R)-Hexahydro-2(S),6(R)-dimethyl-8(S)-<<2(S)-methylbutyryl>oxy>-1(S)-naphtyl>ethyl>-3,4,5,6-tetrahydro-4(R)-<(tert-butyldimethylsilyl)oxy>-2H-pyran-2-one

6(S)-<2-<8(S)-<<2(S)-methylbutanoyl>oxy>-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydro-1(S)-naphthyl>ethyl>-4-(R)-<(tert-butyldimethylsilyl)oxy>-3,4,5,6-tetrahydro-2H-pyran-2-one

(3R,5R)-7-[(1S,2S,6S,8S,8aR)-2,6-Dimethyl-8-((S)-2-methyl-butyryloxy)-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl]-3,5-dihydroxy-heptanoic acid methyl ester

Downstream raw materials:

lovastatin acid

(4R,6R)-4-hydroxy-6-(2-((1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl)ethyl)tetrahydro-2H-pyran-2-one

simvastatin acid

(S)-2-Methyl-butyric acid (1S,3R,7S,8S,8aR)-3,7-dimethyl-8-(2-{(2S,4R)-4-[2-(4-nitro-phenyl)-acetoxy]-6-oxo-tetrahydro-pyran-2-yl}-ethyl)-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester