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CAS 113-00-8
Guanidineguanidine
Codes: Tenofovir disoproxil phosphate-045, PEME-024
Application context (from source-drug indications)
HIV infectionLamivudine/Tenofovir Disoproxil FumarateChronic hepatitis BLamivudine/Tenofovir Disoproxil FumarateHIV infectionEfavirenz/Lamivudine/Tenofovir Disoproxil FumarateHIV infectionEmtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateHepatitis BTenofovir disoproxil phosphateNon-small cell lung cancerPemetrexed Disodium Hydrate间皮组织肿瘤Pemetrexed Disodium Hydrate胸膜孤立性纤维瘤Pemetrexed Disodium HydrateBladder cancerPemetrexed Disodium HydrateUrothelial carcinomaPemetrexed Disodium HydrateSolid tumourPemetrexed Disodium Hydrate
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Lamivudine/Tenofovir Disoproxil Fumarate | Tier C — Watch / trade | - |
| Efavirenz/Lamivudine/Tenofovir Disoproxil Fumarate | Tier C — Watch / trade | - |
| Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil Fumarate | Tier B — Position early | - |
| Tenofovir disoproxil phosphate | Tier C — Watch / trade | - |
| Pemetrexed Disodium Hydrate | Tier B — Position early | - |
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.
(R)-1-(6-Amino-9H-purin-9-yl)propan-2-ol→(Diethoxyphosphoryl)methyl 4-methylbenzene-1-sulfonate→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→Carbamide→Thiocarbamide→Guanidine→Ethoxy(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylsulfanyl)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylamino)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate
(R)-1-(6-Amino-9H-purin-9-yl)propan-2-ol→(Diethoxyphosphoryl)methyl 4-methylbenzene-1-sulfonate→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→Carbamide→Thiocarbamide→Guanidine→Ethoxy(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylsulfanyl)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylamino)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateOptimised routesteps: 3total yield: /
(R)-1-(6-Amino-9H-purin-9-yl)propan-2-ol→(Diethoxyphosphoryl)methyl 4-methylbenzene-1-sulfonate→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→Carbamide→Thiocarbamide→Guanidine→Ethoxy(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylsulfanyl)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylamino)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate
(R)-1-(6-Amino-9H-purin-9-yl)propan-2-ol→(Diethoxyphosphoryl)methyl 4-methylbenzene-1-sulfonate→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→Carbamide→Thiocarbamide→Guanidine→Ethoxy(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylsulfanyl)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→(Ethylamino)(imino)methanaminium ethyl ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate
dimethyl (4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoyl)-L-glutamate→4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid→ethyl 4-(3-oxopropyl)benzoate→3-ethylbenzo[d]thiazol-3-ium bromide→ethyl 4-(4-hydroxy-3-oxobutyl)benzoate→malononitrile→ethyl 4-(2-(5-amino-4-cyanofuran-3-yl)ethyl)benzoate→guanidine→ethyl 4-(2-(2,4-diamino-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoate→(S)-diethyl 2-aminopentanedioate
Intermediates available on this site
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