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CAS 630-19-3
pivalaldehyde2,2-Dimethylpropanal
Codes: OMAD-009, (IIb)140605-16-a
Application context (from source-drug indications)
Skin and skin structure infectionOmadacycline tosylateCommunity-acquired bacterial pneumoniaOmadacycline tosylateBacterial infectionOmadacycline tosylateBacterial pneumoniaOmadacycline tosylateBacterial skin diseaseOmadacycline tosylateBladder cancerDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Head and neck cancerDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Head and neck squamous cell carcinomaDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Solid tumourDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Non-small cell lung cancerDocetaxel （Beihai）Prostate cancerDocetaxel （Beihai）Castration-resistant prostate cancerDocetaxel （Beihai）Breast cancerDocetaxel （Beihai）Head and neck cancerDocetaxel （Beihai）Head and neck squamous cell carcinomaDocetaxel （Beihai）
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Omadacycline tosylate | Tier C — Watch / trade | 2030 |
| Docetaxel polymeric micelle (Samyang Biopharmaceuticals) | Tier C — Watch / trade | - |
| Docetaxel （Beihai） | 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.
(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
Formic acid→2-Methylpropanal→2,2-Dimethylpropanal→(2R,4S,5R)-2-Isopropyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester→(2R,4S,5R)-2-Tert-butyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester→(2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-isopropyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid→(2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-tert-butyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid→(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-1,13-dihydroxy-9-oxo-5,20-epoxytax-11-ene-7,10-diyl bis(3,5-dinitrobenzoate)→5-[(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-7,10-bis[(3,5-dinitrobenzoyl)oxy]-1-hydroxy-9-oxo-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (2R,4S,5R)-4-phenyl-2-(propan-2-yl)-1,3-oxazolidine-3,5-dicarboxylate→(VIb)140605-16-a→Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-4,6-bis[(3,5-dinitrobenzoyl)oxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-→3,5-Dinitrobenzoyl chloride→(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate→1-tert-Butyl-3-ethyl 4-oxopiperidine-1,3-dicarboxylate
Formic acid→2-Methylpropanal→2,2-Dimethylpropanal→(2R,4S,5R)-2-Isopropyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester→(2R,4S,5R)-2-Tert-butyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester→(2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-isopropyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid→(2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-tert-butyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid→(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-1,13-dihydroxy-9-oxo-5,20-epoxytax-11-ene-7,10-diyl bis(3,5-dinitrobenzoate)→5-[(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-7,10-bis[(3,5-dinitrobenzoyl)oxy]-1-hydroxy-9-oxo-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (2R,4S,5R)-4-phenyl-2-(propan-2-yl)-1,3-oxazolidine-3,5-dicarboxylate→(VIb)140605-16-a→Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-4,6-bis[(3,5-dinitrobenzoyl)oxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-→3,5-Dinitrobenzoyl chloride→(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate→1-tert-Butyl-3-ethyl 4-oxopiperidine-1,3-dicarboxylate
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