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西美瑞韦钠

Tier B — Position early

Simeprevir Sodium

强生创新制药
Originator
2013
First approval
-
Expiry (public)
$2.3B ▲
Peak sales
化学药
Type

TargetsNS3/NS4A

BrandOlysio/Sovriad、Olysio、Sovriad、Galexos

Indications (approved)丙型肝炎

Regional status

US
撤市
EU
撤市
China
批准上市
2017-08-24
Japan
批准上市
2013-09-27

Synthetic routes & intermediates3 routes

Originator routes × 1Optimised (non-patent) × 2Process 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.

OriginatorRoute 1Steps 6 · Total yield 282 mg
Synthetic routes & intermediates Route 1
CodeCAS No.Intermediate
SIME-0011027355-51-63-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid
SIME-00255863-02-0N-methylhex-5-en-1-amine
SIME-003862174-98-9(1R,4R,5R)-N-(hex-5-en-1-yl)-N-methyl-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxamide
SIME-004922727-92-2(1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxylic acid
SIME-005259214-56-7(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate hydrochloride
SIME-006922727-93-3(1R,2S)-ethyl 1-((1R,2R,4S)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxamido)-2-vinylcyclopropanecarboxylate
SIME-007923289-21-82-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol
SIME-008923604-56-2(1R,2S)-ethyl 1-((1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxamido)-2-vinylcyclopropanecarboxylate
SIME-009923604-57-3(2R,3aR,11aS,12aR,14aR,Z)-ethyl 2-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)-5-methyl-4,14-dioxo-1,2,3,3a,4,5,6,7,8,9,11a,12,12a,13,14,14a-hexadecahydrocyclopenta[c]cyclopropa[g][1,6]diazacyclotetradecine-12a-carboxylate
SIME-010154350-29-5cyclopropanesulfonamide
OptimisedRoute 2Steps 11 · Total yield 698 mg
Synthetic routes & intermediates Route 2
CodeCAS No.Intermediate
SIME-00255863-02-0N-methylhex-5-en-1-amine
SIME-007923289-21-82-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol
SIME-008923604-56-2(1R,2S)-ethyl 1-((1R,2R,4R)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxamido)-2-vinylcyclopropanecarboxylate
SIME-0111703-58-8tetraethyl butane-1,2,3,4-tetracarboxylate
SIME-0124373-15-34-oxocyclopentane-1,2-dicarboxylic acid
SIME-0131703-61-34-hydroxycyclopentane-1,2-dicarboxylic acid
SIME-0141458173-82-44-hydroxycyclopentane-1,2-dicarboxylic acid
SIME-015541-41-3ethyl carbonochloridate
SIME-0161027355-51-63-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid
SIME-0171042695-82-8(1S,4R,5R)-benzyl 3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylate
SIME-0181042695-89-5butane-1,2,3,4-tetracarboxylic acid
SIME-0191042695-85-1(1R,2R,4R)-1-benzyl 2-methyl 4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentane-1,2-dicarboxylate
SIME-0201042695-86-2(1R,2R,4S)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)-2-(methoxycarbonyl)cyclopentanecarboxylic acid
SIME-0211042695-87-3(1R,2R,4S)-methyl 2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxylate
SIME-022-lithium (1R,2R,4S)-2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxylate
SIME-023213316-32-6(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate
OptimisedRoute 3Steps 4 · Total yield 24.3 g
Synthetic routes & intermediates Route 3
CodeCAS No.Intermediate
SIME-00255863-02-0N-methylhex-5-en-1-amine
SIME-003862174-98-9(1R,4R,5R)-N-(hex-5-en-1-yl)-N-methyl-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxamide
SIME-007923289-21-82-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol
SIME-0131703-61-34-hydroxycyclopentane-1,2-dicarboxylic acid
SIME-0211042695-87-3(1R,2R,4S)-methyl 2-(hex-5-en-1-yl(methyl)carbamoyl)-4-((2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yl)oxy)cyclopentanecarboxylate
SIME-0241233219-41-4(1R)-quinolin-4-yl((1S,4S,5R)-5-vinylquinuclidin-2-yl)methanol (1R,4R,5R)-3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylate
SIME-0251042695-84-0(1R,2R,4R)-methyl 2-(hex-5-en-1-yl(methyl)carbamoyl)-4-hydroxycyclopentanecarboxylate

Frequently asked questions

What are the approved indications of Simeprevir Sodium?

Approved indications include: 丙型肝炎.

When does the Simeprevir Sodium patent expire?

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

How many synthesis routes are recorded for Simeprevir Sodium?

3 synthesis routes are recorded; the shortest is 4 steps with 24.3 g total yield. Intermediates in each route carry codes and CAS numbers.

Where can I buy Simeprevir Sodium intermediates?

All intermediates in Simeprevir Sodium routes have CAS profiles — you can submit an RFQ per CAS and it enters the Unibest matching pool.

How do I get a quote for Simeprevir Sodium 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) · 2026-09-24