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CAS 87269-87-2

Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

Codes:Ramipril-008

Application context (from source-drug indications)

高胆固醇血症阿托伐他汀钙/雷米普利高血压阿托伐他汀钙/雷米普利

Source drugs (routes using this intermediate)

DrugTierExpiry
阿托伐他汀钙/雷米普利Atorvastatin Calcium Hydrate/RamiprilTier 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.

阿托伐他汀钙/雷米普利工艺路线steps: 7total yield: 18.5kg(Ramipril (Free))
1-(1-Cyclopentenyl)pyrrolidine→(+/-)-Methyl 2-(Acetylamino)-3-chloropropionate→(Methyl 2-(acetylamino)-3-(2-oxocyclopentyl)propanoate)→(2S,3aS,6aS)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride→Benzyl (2S,3aR,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride→N-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine→(2S,3aS,6aS)-1-[N-[1(S)-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]perhydrocyclopenta[b]pyrrole-2-carboxylic acid→Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride→Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate sulfate
阿托伐他汀钙/雷米普利优化路线steps: 2total yield: /
Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate→Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride→Ethyl (2S)-2-[(4S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl]-4-phenylbutanoate→(2S,3aS,6aS)-1-[N-[1(S)-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]perhydrocyclopenta[b]pyrrole-2-carboxylic acid
阿托伐他汀钙/雷米普利优化路线steps: 6total yield: 11.8g(Ramipril (Free))
5-[(2-Oxocyclopentyl)methyl]imidazolidine-2,4-dione→3-(2-Oxocyclopentyl)-L-alanine→(2S,3aS,6aS)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid→Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride→Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate→Ethyl (2S)-2-[[(2S)-1-chloro-1-oxopropan-2-yl]amino]-4-phenylbutanoate hydrochloride→N-[(S)-(+)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanine
阿托伐他汀钙/雷米普利优化路线steps: 5total yield: 19.67g(Ramipril-008)
2-Oxopropionic acid ethyl ester→Acetamide→Benzamide→Ethyl 2-acetamidoacrylate→Ethyl 2-(benzoylamino)acrylate→1-Morpholinocyclopentene→1-(1-Cyclopentenyl)pyrrolidine→Cyclopentanone→Ethyl N-acetyl-3-(2-oxocyclopentyl)alaninate→Ethyl N-benzoyl-3-(2-oxocyclopentyl)alaninate→Benzyl (2S,3aS,6aS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride

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