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Simvastatin

Tier C — Watch / trade

Simvastatin

MSD (Merck Sharp & Dohme)
Originator
1988
First approval
-
Expiry (public)
No sales data
Peak sales
Small molecule
Type

Targets:HMGCR

Brand:Colemin, Lodalès, Lipex, Lipovas, Zocord, Sinvacor, Denan, Zocor, Simvast CR, Pantok, Sivastin, Medipo

Indications (approved):Hyperlipidaemia, Myocardial infarction, Dyslipidaemia, Heterozygous familial hypercholesterolaemia, Stroke, Hypercholesterolaemia, Hyperlipoproteinaemia type V, Coronary artery disease

Regional status

US
Approved
1991-12-23
EU
Phase III
1998-07-01
China
Approved
1997-01-01
Japan
Approved
1991-12-01

Factories producing this API1

Factories registered as producing this API in our sourcing network (RFQ records + product master), sorted by RFQ activity; the snapshot carries no cost or customer data.

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Synthetic routes & intermediates6 routes

Originator routes × 0Optimised (non-patent) × 6Process routes × 0

Routes are ordered originator first, then optimised / process (non-patent) routes; each lists steps, overall yield and the intermediate table (code / CAS / name) — ready for supplier sourcing and RFQ. Rendered by this site from structured data; no third-party route graphics used.

OptimisedRoute 1Steps 2 · Total yield /
(I)122234-5-a79902-31-1(II)122234-5-a595-37-9(III)122234-5-a79902-59-3API · Simvastatin
CodeCAS No.Intermediate
(I)122234-5-a79902-31-1(4R,6R)-4-[[tert-Butyl(dimethyl)silyl]oxy]-6-[2-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl]oxan-2-one
(II)122234-5-a595-37-92,2-dimethylbutanoic acid
(III)122234-5-a79902-59-3(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-[[tert-Butyl(dimethyl)silyl]oxy]-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
OptimisedRoute 2Steps 1 · Total yield /
(I)122234-12-a132748-10-8(II)122234-12-a79952-42-4(III)122234-12-a5856-77-9API · Simvastatin
CodeCAS No.Intermediate
(I)122234-12-a132748-10-83(R),5(R)-Dihydroxy-7-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
(II)122234-12-a79952-42-44(R)-Hydroxy-6(R)-[2-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalenyl]ethyl]tetrahydropyran-2-one
(III)122234-12-a5856-77-92,2-Dimethylbutanoyl chloride
OptimisedRoute 3Steps 3 · Total yield /
(I)122234-13-a79952-42-4(IIa)122234-13-a149-73-5(IIb)122234-13-a122-51-0(IIIa)122234-13-a1198221-93-0(IIIb)122234-13-a1198221-97-4(IV)122234-13-a5856-77-9(Va)122234-13-a1198221-95-2(Vb)122234-13-a1198221-99-6(VI)122234-13-a139893-43-9API · Simvastatin
CodeCAS No.Intermediate
(I)122234-13-a79952-42-44(R)-Hydroxy-6(R)-[2-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalenyl]ethyl]tetrahydropyran-2-one
(IIa)122234-13-a149-73-5Orthoformic acid trimethyl ester
(IIb)122234-13-a122-51-0Available(Diethoxymethoxy)ethane
(IIIa)122234-13-a1198221-93-0Methyl [(4R,6R)-6-[2-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-2-methoxy-1,3-dioxan-4-yl]acetate
(IIIb)122234-13-a1198221-97-4Ethyl [(4R,6R)-2-ethoxy-6-[2-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-1,3-dioxan-4-yl]acetate
(IV)122234-13-a5856-77-92,2-Dimethylbutanoyl chloride
(Va)122234-13-a1198221-95-2(1S,3R,7S,8S,8aR)-8-[2-[(4R,6R)-2-Methoxy-6-(2-methoxy-2-oxoethyl)-1,3-dioxan-4-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
(Vb)122234-13-a1198221-99-6(1S,3R,7S,8S,8aR)-8-[2-[(4R,6R)-2-Ethoxy-6-(2-ethoxy-2-oxoethyl)-1,3-dioxan-4-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
(VI)122234-13-a139893-43-9(betaR,deltaR,1S,2S,6R,8S,8aR)-8-(2,2-Dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2,6-dimethyl-1-naphthaleneheptanoic acid ammonium salt
OptimisedRoute 4Steps 3 · Total yield /
(I)122234-14-a5856-77-9(II)122234-14-a1608487-07-5(III)122234-14-a1604678-79-6(IV)122234-14-a132748-10-8(V)122234-14-a139893-43-9API · Simvastatin
CodeCAS No.Intermediate
(I)122234-14-a5856-77-92,2-Dimethylbutanoyl chloride
(II)122234-14-a1608487-07-5S-(2-Hydroxyethyl) 2,2-dimethylbutanethioate
(III)122234-14-a1604678-79-62-[(2,2-Dimethylbutanoyl)sulfanyl]ethyl acetate
(IV)122234-14-a132748-10-83(R),5(R)-Dihydroxy-7-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
(V)122234-14-a139893-43-9(betaR,deltaR,1S,2S,6R,8S,8aR)-8-(2,2-Dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2,6-dimethyl-1-naphthaleneheptanoic acid ammonium salt
OptimisedRoute 5Steps 2 · Total yield /
(I)122234-16-a139893-43-9(II)122234-16-a121009-77-6API · Simvastatin
CodeCAS No.Intermediate
(I)122234-16-a139893-43-9(betaR,deltaR,1S,2S,6R,8S,8aR)-8-(2,2-Dimethyl-1-oxobutoxy)-1,2,6,7,8,8a-hexahydro-beta,delta-dihydroxy-2,6-dimethyl-1-naphthaleneheptanoic acid ammonium salt
(II)122234-16-a121009-77-6(3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-Dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
OptimisedRoute 6Steps 2 · Total yield /
(I)122234-19-a595-37-9(II)122234-19-a5856-77-9(III)122234-19-a2935-90-2(IV)122234-19-a938063-63-9API · Simvastatin
CodeCAS No.Intermediate
(I)122234-19-a595-37-92,2-dimethylbutanoic acid
(II)122234-19-a5856-77-92,2-Dimethylbutanoyl chloride
(III)122234-19-a2935-90-23-Mercaptopropionic acid methyl ester
(IV)122234-19-a938063-63-9Methyl 3-[(2,2-dimethylbutanoyl)sulfanyl]propanoate

Frequently asked questions

What are the approved indications of Simvastatin?

Approved indications include: Hyperlipidaemia, Myocardial infarction, Dyslipidaemia, Heterozygous familial hypercholesterolaemia, Stroke, Hypercholesterolaemia, Hyperlipoproteinaemia type V, Coronary artery disease.

When does the Simvastatin patent expire?

No public expiry year is available for Simvastatin yet; this page updates once verified.

How many synthesis routes are recorded for Simvastatin?

6 synthesis routes are recorded; the shortest is 1 steps with / total yield. Intermediates in each route carry codes and CAS numbers.

Where can I buy Simvastatin intermediates?

1 intermediate CAS of Simvastatin are available through the Unibest supply network — see the route tables on this page and request a quote per CAS.

How do I get a quote for Simvastatin intermediates?

Open the CAS profile of the target intermediate from this page, or submit an RFQ directly — the CAS enters the matching flow automatically and the supply network responds with quotes.

Source: cross-verified data (structured fields only) · 2026-09-29