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CAS 98-97-5
pyrazine-2-carboxylic acid
Codes: TELAP-002, OLTI-001
Application context (from source-drug indications)
Hepatitis CTelaprevirChronic hepatitis CTelaprevirHIV infectionTelaprevirHepatic function declineTelaprevirOpioid dependenceTelaprevirKidney diseaseTelaprevirNon-alcoholic steatohepatitisOltiprazLung cancerOltiprazLiver cirrhosisOltipraz
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Telaprevir | Tier B — Position early | - |
| Oltipraz | 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.
methyl (S)-2-((S)-2-amino-2-cyclohexylacetamido)-3,3-dimethylbutanoate→pyrazine-2-carboxylic acid→methyl (S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoate→(S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoic acid→ethyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate→ethyl (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate→(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid→(3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide→(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide
pyrazine-2-carboxylic acid→(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid→(3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide→(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide→(S)-2-(((benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid→tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate→tert-butyl (1S,3aR,6aS)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate→tert-butyl (1S,3aR,6aS)-2-((S)-2-amino-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate→(S)-2-(((benzyloxy)carbonyl)amino)-2-cyclohexylacetic acid→tert-butyl (1S,3aR,6aS)-2-((S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-2-cyclohexylacetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate→tert-butyl (1S,3aR,6aS)-2-((S)-2-((S)-2-amino-2-cyclohexylacetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate→tert-butyl (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylate
pyrazine-2-carboxylic acid→methyl (S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoate→(S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoic acid→(S)-2-aminopentan-1-ol→(S)-N-(1-hydroxypentan-2-yl)formamide→(S)-N-(1-oxopentan-2-yl)formamide→isocyanocyclopropane→(3S)-1-(cyclopropylamino)-3-formamido-1-oxohexan-2-yl acetate→(3S)-1-(cyclopropylamino)-3-isocyano-1-oxohexan-2-yl acetate→(3aS,6aR)-1,3a,4,5,6,6a-hexahydrocyclopenta[c]pyrrole→(3S)-3-((1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxamido)-1-(cyclopropylamino)-1-oxohexan-2-yl acetate→methyl (S)-2-amino-2-cyclohexylacetate→methyl (S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetate→(S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetic acid→methyl (S)-2-amino-3,3-dimethylbutanoate
pyrazine-2-carboxylic acid→cyclopropanamine→1-nitrobutane→2-oxoacetic acid→(3S)-2-hydroxy-3-nitrohexanoic acid→(3S)-3-amino-2-hydroxyhexanoic acid→(3S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-hydroxyhexanoic acid→(S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-oxohexanoic acid→TELAP-046→TELAP-047→(1S,3aR,6aS)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid→TELAP-049→(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoic acid→TELAP-051→(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclohexylacetic acid→TELAP-053→TELAP-054→(S)-3-((1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxamido)-2-oxohexanoic acid
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