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CAS 147-85-3
(S)-pyrrolidine-2-carboxylic acid(-)-L-Proline<-fgf->L-Proline(S)-(-)-ProlineL-ProlinePyrrolidine-2(S)-carboxylic acid
Codes: IPRA-016, Enalapril-004, VILD-009, Atosiban-028, EPTI-025
Application context (from source-drug indications)
Type 2 diabetesSitagliptin Phosphate Monohydrate/Ipragliflozin L-ProlineCardiac and vascular disordersAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHypertensionAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHyperlipidaemiaAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilHeart diseaseAtorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilEssential hypertensionEnalapril Maleate/Folic AcidType 2 diabetesVildagliptinSchizophreniaVildagliptinDyslipidaemiaVildagliptinInsulin resistanceVildagliptinType 1 diabetesVildagliptinDiabetesVildagliptinHeart failureEnalapril MaleateHypertensionEnalapril MaleateMyocardial infarctionEnalapril MaleateAngina pectorisEnalapril MaleateLeft ventricular dysfunctionEnalapril MaleateSolid tumourEnalapril MaleateType 2 diabetesIpragliflozin L-ProlineType 1 diabetesIpragliflozin L-ProlineDiabetesIpragliflozin L-ProlineLiver diseaseIpragliflozin L-Proline产科分娩（早产）Atosiban acetate早产（孕37周前）Atosiban acetateEndometriosisAtosiban acetateUnstable anginaEptifibatideMyocardial infarctionEptifibatideIschaemic strokeEptifibatideAcute coronary syndromeEptifibatideSickle cell diseaseEptifibatideST段抬高型心肌梗死Eptifibatide
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Sitagliptin Phosphate Monohydrate/Ipragliflozin L-Proline | Tier C — Watch / trade | - |
| Atorvastatin/Hydrochlorothiazide/Aspirin/Enalapril | Tier C — Watch / trade | - |
| Enalapril Maleate/Folic Acid | Tier C — Watch / trade | - |
| Vildagliptin | Tier B — Position early | - |
| Enalapril Maleate | Tier C — Watch / trade | - |
| Ipragliflozin L-Proline | Tier C — Watch / trade | - |
| Atosiban acetate | Tier C — Watch / trade | - |
| Eptifibatide | 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.
5-bromo-2-fluorobenzaldehyde→benzo[b]thiophene→benzo[b]thiophen-2-yl(5-bromo-2-fluorophenyl)methanol→2-(5-bromo-2-fluorobenzyl)benzo[b]thiophene→2-((5-bromo-2-fluorophenyl)chloromethyl)benzo[b]thiophene→(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one→(2S,3R,4S,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol→(2S,3R,4S,5R,6R)-6-(acetoxymethyl)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate→(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate→(S)-pyrrolidine-2-carboxylic acid
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 2total yield: 4.2g(Enalapril)
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
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 3total yield: 20.9g(Enalapril)
L-Alanine→N-Boc-2(S)-aminopropanoic acid→(4R)-4-Amino-1,3-oxazolidine-2,5-dione→Methyl L-prolinate hydrogen chloride→Methyl N-(tert-butoxycarbonyl)-L-alanyl-L-prolinate→N-(tert-Butoxycarbonyl)-L-alanyl-L-proline→L-Proline→L-Alanyl-L-proline→2-Oxo-4-phenylbutyric acid ethyl ester→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline
Intermediates available on this site
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This is a CAS-level registry record: registrations across routes are merged. Supplier offers and buyer demands will be matched on this CAS as the primary key.