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CAS 123-75-1
Pyrrolidinepyrrolidine
Codes: Enalapril-063, POSA-024, PACR-010, EXEM-003, ETON-006
Application context (from source-drug indications)
Cardiac and vascular disordersAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHypertensionAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHyperlipidaemiaAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHeart diseaseAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilEssential hypertensionEnalapril Maleate/Folic AcidCandidiasisPosaconazoleAspergillus infectionPosaconazoleFungal infectionPosaconazoleOral candidiasisPosaconazoleCoccidioidomycosisPosaconazoleHistoplasmosisPosaconazoleHeart failureEnalapril MaleateHypertensionEnalapril MaleateMyocardial infarctionEnalapril MaleateAngina pectorisEnalapril MaleateLeft ventricular dysfunctionEnalapril MaleateSolid tumourEnalapril MaleateMyelofibrosisPacritinib CitrateThrombocytopeniaPacritinib CitrateAcute myeloid leukaemiaPacritinib CitrateEssential thrombocythaemiaPacritinib CitratePolycythaemia veraPacritinib CitrateChronic myelomonocytic leukaemiaPacritinib CitrateBreast cancerExemestaneDuctal carcinomaExemestane共济失调性毛细血管扩张Exemestane增生ExemestaneNon-small cell lung cancerExemestaneCervical intraepithelial neoplasiaExemestaneContraceptionEtonogestrelAcquired immunodeficiency syndromeEtonogestrelDysmenorrhoeaEtonogestrel血崩EtonogestrelBenign prostatic hyperplasiaEtonogestrel月经失调Etonogestrel
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril | Tier C — Watch / trade | - |
| Enalapril Maleate/Folic Acid | Tier C — Watch / trade | - |
| Posaconazole | Tier C — Watch / trade | - |
| Enalapril Maleate | Tier C — Watch / trade | - |
| Pacritinib Citrate | Tier C — Watch / trade | - |
| Exemestane | Tier C — Watch / trade | - |
| Etonogestrel | 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.
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 5total yield: 206.58g(Enalapril)
Pyrrolidine→Ethyl (2S)-2-[[(2S)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl]amino]-4-phenylbutanoate→Trimethylsilyl 1-(trimethylsilyl)-L-prolinate→Trimethylsilyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline→N-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine→(S)-(-)-Proline
Pyrrolidine→Ethyl (2S)-2-[[(2S)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl]amino]-4-phenylbutanoate→Trimethylsilyl 1-(trimethylsilyl)-L-prolinate→Trimethylsilyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline→N-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine→(S)-(-)-Proline
4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)aniline→phenyl carbonochloridate→phenyl (4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)carbamate→ethyl (S)-2-hydroxypropanoate→pyrrolidine→(S)-2-hydroxy-1-(pyrrolidin-1-yl)propan-1-one→(S)-2-(benzyloxy)-1-(pyrrolidin-1-yl)propan-1-one→(S)-2-(benzyloxy)pentan-3-one→(2S)-2-(benzyloxy)pentan-3-ol→1-chloro-4-(methylsulfonyl)benzene→(2S)-2-(benzyloxy)pentan-3-yl 4-chlorobenzenesulfonate→((2S,3S)-2-(benzyloxy)pentan-3-yl)hydrazine (2R,3R)-2,3-bis(benzoyloxy)succinate→N'-((2S,3S)-2-(benzyloxy)pentan-3-yl)formohydrazide→4-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-2-((2S,3S)-2-(benzyloxy)pentan-3-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one→POSA-034→4-(4-(4-aminophenyl)piperazin-1-yl)phenol
Pyrrolidine→Ethyl (2S)-2-[[(2S)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl]amino]-4-phenylbutanoate→Trimethylsilyl 1-(trimethylsilyl)-L-prolinate→Trimethylsilyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline→N-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine→(S)-(-)-Proline
2-hydroxy-5-nitrobenzaldehyde→1-bromo-2-chloroethane→2-(2-chloroethoxy)-5-nitrobenzaldehyde→(2-(2-chloroethoxy)-5-nitrophenyl)methanol→3-bromoprop-1-ene→2-((allyloxy)methyl)-1-(2-chloroethoxy)-4-nitrobenzene→3-((allyloxy)methyl)-4-(2-chloroethoxy)aniline→4-(3-((allyloxy)methyl)phenyl)-2-chloropyrimidine→PACR-009→pyrrolidine→2,4-dichloropyrimidine→(3-(hydroxymethyl)phenyl)boronic acid→(3-(2-chloropyrimidin-4-yl)phenyl)methanol
Intermediates available on this site
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