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CAS 82717-96-2

N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanineN-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine

Codes: Enalapril-003

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 AcidHeart failureEnalapril MaleateHypertensionEnalapril MaleateMyocardial infarctionEnalapril MaleateAngina pectorisEnalapril MaleateLeft ventricular dysfunctionEnalapril MaleateSolid tumourEnalapril Maleate

Source drugs (routes using this intermediate)

DrugTierExpiry
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilTier C — Watch / trade-
Enalapril Maleate/Folic AcidTier C — Watch / trade-
Enalapril MaleateTier 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: 2total yield: 4.2g(Enalapril)
N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine→(-)-L-Proline<-fgf->L-Proline→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline→trans-2-Butenedioic acid
Atorvastatin/Hydrochlorothiazide/Aspirin/EnalaprilOptimised routesteps: 4total yield: 4.11g(Enalapril)
N-[(2S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanine hydrochloride→Ethyl (2S)-2-[[(2S)-1-chloro-1-oxopropan-2-yl]amino]-4-phenylbutanoate→Benzyl L-prolinate hydrochloride→Benzyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate→N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine
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)
N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine→(S)-(-)-Proline→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline
Enalapril Maleate/Folic AcidOptimised routesteps: 2total yield: 4.2g(Enalapril)
N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine→(-)-L-Proline<-fgf->L-Proline→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline→trans-2-Butenedioic acid
Enalapril Maleate/Folic AcidOptimised routesteps: 4total yield: 4.11g(Enalapril)
N-[(2S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanine hydrochloride→Ethyl (2S)-2-[[(2S)-1-chloro-1-oxopropan-2-yl]amino]-4-phenylbutanoate→Benzyl L-prolinate hydrochloride→Benzyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate→N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine
Enalapril Maleate/Folic AcidOptimised 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
Enalapril Maleate/Folic AcidOptimised routesteps: 3total yield: 20.9g(Enalapril)
N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine→(S)-(-)-Proline→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline
Enalapril MaleateOptimised routesteps: 2total yield: 4.2g(Enalapril)
N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine→(-)-L-Proline<-fgf->L-Proline→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline→trans-2-Butenedioic acid
Enalapril MaleateOptimised routesteps: 4total yield: 4.11g(Enalapril)
N-[(2S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanine hydrochloride→Ethyl (2S)-2-[[(2S)-1-chloro-1-oxopropan-2-yl]amino]-4-phenylbutanoate→Benzyl L-prolinate hydrochloride→Benzyl N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-L-prolinate→N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine
Enalapril MaleateOptimised 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
Enalapril MaleateOptimised routesteps: 3total yield: 20.9g(Enalapril)
N-[1-Ethoxy-1-oxo-4-phenylbutan-2(S)-yl]-L-alanine→(S)-(-)-Proline→(S)-1-[N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline

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