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CAS 56-41-7
L-AlanineL-alanine
Codes: Enalapril-028, Enalapril-074, Inavolisib-017
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 MaleateBreast cancerInavolisibMetastatic breast cancerInavolisib胰腺导管癌InavolisibType 2 diabetesInavolisibEndometrial cancerInavolisibEpithelial ovarian cancerInavolisib
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 | - |
| Enalapril Maleate | Tier C — Watch / trade | - |
| Inavolisib | 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: 6total yield: 174mg(Enalapril-033)
(2-Bromoethyl)benzene→Bromido(2-phenylethyl)magnesium→Oxalic acid diethyl diester→2-Oxo-4-phenylbutyric acid ethyl ester→4,5-Ditritium-L-proline→L-Alanine→N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanine→N-Hydroxysuccinimide→Ethyl 2-([(2S)-1-[(2,5-dioxopyrrolidin-1-yl)oxy]-1-oxopropan-2-yl]amino)-4-phenylbutanoate→N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl-4,5-ditritium-L-proline→(2Z)-But-2-enedioic acid N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-4,5-ditritium-L-proline
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
(2-Bromoethyl)benzene→Bromido(2-phenylethyl)magnesium→Oxalic acid diethyl diester→2-Oxo-4-phenylbutyric acid ethyl ester→4,5-Ditritium-L-proline→L-Alanine→N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanine→N-Hydroxysuccinimide→Ethyl 2-([(2S)-1-[(2,5-dioxopyrrolidin-1-yl)oxy]-1-oxopropan-2-yl]amino)-4-phenylbutanoate→N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl-4,5-ditritium-L-proline→(2Z)-But-2-enedioic acid N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-4,5-ditritium-L-proline
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
(2-Bromoethyl)benzene→Bromido(2-phenylethyl)magnesium→Oxalic acid diethyl diester→2-Oxo-4-phenylbutyric acid ethyl ester→4,5-Ditritium-L-proline→L-Alanine→N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanine→N-Hydroxysuccinimide→Ethyl 2-([(2S)-1-[(2,5-dioxopyrrolidin-1-yl)oxy]-1-oxopropan-2-yl]amino)-4-phenylbutanoate→N-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl-4,5-ditritium-L-proline→(2Z)-But-2-enedioic acid N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl-4,5-ditritium-L-proline
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
3-bromophenol→4-bromo-2-hydroxybenzaldehyde→5-bromo-2-(1H-imidazol-2-yl)phenol→9-bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine→9-bromo-2,3-diiodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine→9-bromo-2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine→(1S,2S)-1,2-bis((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol→(R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde→(R)-4-(difluoromethyl)-2,2-dimethyl-1,3-dioxolane→tert-butylchlorodimethylsilane→(R)-3-((tert-butyldimethylsilyl)oxy)-1,1-difluoropropan-2-ol→(S)-(2-azido-3,3-difluoropropoxy)(tert-butyl)dimethylsilane→(S)-3-((tert-butyldimethylsilyl)oxy)-1,1-difluoropropan-2-amine→(S)-4-(difluoromethyl)oxazolidin-2-one→(1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine→(S)-3-(9-bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-2-yl)-4-(difluoromethyl)oxazolidin-2-one→L-alanine
9-bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine→9-bromo-2,3-diiodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine→9-bromo-2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine→(S)-4-(difluoromethyl)oxazolidin-2-one→(1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine→(S)-3-(9-bromo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-2-yl)-4-(difluoromethyl)oxazolidin-2-one→L-alanine→8-bromo-2,3-dihydrobenzo[f][1,4]oxazepin-5-aminium→(2-((S)-4-(difluoromethyl)-2-oxooxazolidin-3-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-9-yl)-L-alaninate
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