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CAS 99-33-2
3,5-dinitrobenzoyl chloride3,5-Dinitrobenzoyl chloride
Codes: CANN-003, (VIII)140605-16-a, (XIV)140605-15-b
Application context (from source-drug indications)
Tuberous sclerosisCannabidiolDravet syndromeCannabidiolLennox-Gastaut syndromeCannabidiolPsychosisCannabidiolMucopolysaccharidosis type IIICannabidiolSystemic sclerosisCannabidiolBladder 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 |
|---|---|---|
| Cannabidiol | Tier B — Position early | - |
| 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.
(1'R,2'R)-2,6-dihydroxy-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-3-carboxylic acid→(1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol→3,5-dinitrobenzoyl chloride→(1'R,2'R)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diyl bis(3,5-dinitrobenzoate)
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
(2R,4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-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)→(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate→3,5-Dinitrobenzoyl chloride→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)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→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)-
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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