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CAS 1350636-76-8
(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-(((1R,2R,4R)-4-((tert-butoxycarbonyl)amino)-2-hydroxycyclohexyl)thio)acetate
Codes: LEFA-005
Application context (from source-drug indications)
InfectionLefamulinCommunity-acquired infectionLefamulinBacterial pneumoniaLefamulinPneumoniaLefamulinCommunity-acquired pneumoniaLefamulinCystic fibrosisLefamulin
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Lefamulin | Tier C — Watch / trade | - |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-iodoacetate→(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-(carbamimidoylthio)acetate→(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-mercaptoacetate→tert-butyl ((1R,3R,6S)-7-oxabicyclo[4.1.0]heptan-3-yl)carbamate→(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-(((1R,2R,4R)-4-((tert-butoxycarbonyl)amino)-2-hydroxycyclohexyl)thio)acetate
(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-(((1R,2R,4R)-4-((tert-butoxycarbonyl)amino)-2-hydroxycyclohexyl)thio)acetate→cyclohex-3-ene-1-carboxylic acid→(S)-1-phenylethan-1-amine→(S)-1-phenylethan-1-aminium (R)-cyclohex-3-ene-1-carboxylate→(R)-cyclohex-3-ene-1-carboxylic acid→tert-butyl (R)-cyclohex-3-en-1-ylcarbamate→tert-butyl ((1R,3R,6S)-7-oxabicyclo[4.1.0]heptan-3-yl)carbamate→S-((1R,2R,4R)-4-((tert-butoxycarbonyl)amino)-2-hydroxycyclohexyl) benzothioate→tert-butyl ((1R,3R,4R)-3-hydroxy-4-mercaptocyclohexyl)carbamate→(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-(tosyloxy)acetate
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