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CAS 13614-98-7
(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
Codes: OMAD-004
Application context (from source-drug indications)
Skin and skin structure infectionOmadacycline tosylateCommunity-acquired bacterial pneumoniaOmadacycline tosylateBacterial infectionOmadacycline tosylateBacterial pneumoniaOmadacycline tosylateBacterial skin diseaseOmadacycline tosylate
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Omadacycline tosylate | Tier C — Watch / trade | 2030 |
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.
(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride→2-(hydroxymethyl)isoindoline-1,3-dione→OMAD-006a→(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-N,9-bis((1,3-dioxoisoindolin-2-yl)methyl)-10-((1,3-dioxoisoindolin-2-yl)oxy)-3,12,12a-trihydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide→N1,N2-dimethylphthalamide→OMAD-008a→OMAD-008b→pivalaldehyde
2,2-dimethylpropan-1-amine→(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride→1,3,5-trineopentyl-1,3,5-triazinane→2-chloroacetic anhydride→(2-chloro-N-neopentylacetamido)methyl 2-chloroacetate→(4S,4aS,5aR,12aS)-9-((2-chloro-N-neopentylacetamido)methyl)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-N-(hydroxymethyl)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide→(4aS,5aR,12aS)-9-((2-chloro-N-neopentylacetamido)methyl)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
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