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CAS 3084-40-0

Diethyl phosphonomethanol

Codes: Tenofovir disoproxil phosphate-006

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 phosphate

Source drugs (routes using this intermediate)

DrugTierExpiry
Lamivudine/Tenofovir Disoproxil FumarateTier C — Watch / trade-
Efavirenz/Lamivudine/Tenofovir Disoproxil FumarateTier C — Watch / trade-
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateTier B — Position early-
Tenofovir disoproxil phosphateTier 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.

Lamivudine/Tenofovir Disoproxil FumarateOptimised routesteps: 11total yield: 23.3g(Tenofovir disoproxil phosphate (API))
Chloroacetyl chloride→1-Chloro-2(R)-propanol→Diethyl (tosyloxy)methylphosphonate→Diethyl (chloromethyl)phosphonate→Diethyl phosphonate→Diethyl phosphonomethanol→Diethyl (2-chloro-1(R)-methylethoxy)methylphosphonate→6-Aminopurine→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-9-(2-Phosphonomethoxypropyl)adenine→Chloromethyl isopropyl carbonate→Bis[[(isopropoxycarbonyl)oxy]methyl] ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→2(R)-Methyloxirane→(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→(S)-Glycidol→(R)-1,2-Propanediol
Lamivudine/Tenofovir Disoproxil FumarateOptimised routesteps: 3total yield: 21.8g(Tenofovir disoproxil phosphate-009)
Diethyl phosphonate→Diethyl phosphonomethanol→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-(+)-9-(2-Hydroxypropyl)adenine→(Diethoxyphosphoryl)methyl methanesulfonate→(Diethoxyphosphoryl)methyl 4-fluorobenzene-1-sulfonate→(Diethoxyphosphoryl)methyl 4-(trifluoromethyl)benzene-1-sulfonate
Efavirenz/Lamivudine/Tenofovir Disoproxil FumarateOptimised routesteps: 11total yield: 23.3g(Tenofovir disoproxil phosphate (API))
Chloroacetyl chloride→1-Chloro-2(R)-propanol→Diethyl (tosyloxy)methylphosphonate→Diethyl (chloromethyl)phosphonate→Diethyl phosphonate→Diethyl phosphonomethanol→Diethyl (2-chloro-1(R)-methylethoxy)methylphosphonate→6-Aminopurine→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-9-(2-Phosphonomethoxypropyl)adenine→Chloromethyl isopropyl carbonate→Bis[[(isopropoxycarbonyl)oxy]methyl] ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→2(R)-Methyloxirane→(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→(S)-Glycidol→(R)-1,2-Propanediol
Efavirenz/Lamivudine/Tenofovir Disoproxil FumarateOptimised routesteps: 3total yield: 21.8g(Tenofovir disoproxil phosphate-009)
Diethyl phosphonate→Diethyl phosphonomethanol→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-(+)-9-(2-Hydroxypropyl)adenine→(Diethoxyphosphoryl)methyl methanesulfonate→(Diethoxyphosphoryl)methyl 4-fluorobenzene-1-sulfonate→(Diethoxyphosphoryl)methyl 4-(trifluoromethyl)benzene-1-sulfonate
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateOptimised routesteps: 11total yield: 23.3g(Tenofovir disoproxil phosphate (API))
Chloroacetyl chloride→1-Chloro-2(R)-propanol→Diethyl (tosyloxy)methylphosphonate→Diethyl (chloromethyl)phosphonate→Diethyl phosphonate→Diethyl phosphonomethanol→Diethyl (2-chloro-1(R)-methylethoxy)methylphosphonate→6-Aminopurine→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-9-(2-Phosphonomethoxypropyl)adenine→Chloromethyl isopropyl carbonate→Bis[[(isopropoxycarbonyl)oxy]methyl] ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→2(R)-Methyloxirane→(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→(S)-Glycidol→(R)-1,2-Propanediol
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateOptimised routesteps: 3total yield: 21.8g(Tenofovir disoproxil phosphate-009)
Diethyl phosphonate→Diethyl phosphonomethanol→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-(+)-9-(2-Hydroxypropyl)adenine→(Diethoxyphosphoryl)methyl methanesulfonate→(Diethoxyphosphoryl)methyl 4-fluorobenzene-1-sulfonate→(Diethoxyphosphoryl)methyl 4-(trifluoromethyl)benzene-1-sulfonate
Tenofovir disoproxil phosphateOptimised routesteps: 11total yield: 23.3g(Tenofovir disoproxil phosphate (API))
Chloroacetyl chloride→1-Chloro-2(R)-propanol→Diethyl (tosyloxy)methylphosphonate→Diethyl (chloromethyl)phosphonate→Diethyl phosphonate→Diethyl phosphonomethanol→Diethyl (2-chloro-1(R)-methylethoxy)methylphosphonate→6-Aminopurine→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-9-(2-Phosphonomethoxypropyl)adenine→Chloromethyl isopropyl carbonate→Bis[[(isopropoxycarbonyl)oxy]methyl] ([[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy]methyl)phosphonate→2(R)-Methyloxirane→(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→(S)-Glycidol→(R)-1,2-Propanediol
Tenofovir disoproxil phosphateOptimised routesteps: 3total yield: 21.8g(Tenofovir disoproxil phosphate-009)
Diethyl phosphonate→Diethyl phosphonomethanol→(R)-9-[2-(Diethylphosphonomethoxy)propyl] adenine→(R)-(+)-9-(2-Hydroxypropyl)adenine→(Diethoxyphosphoryl)methyl methanesulfonate→(Diethoxyphosphoryl)methyl 4-fluorobenzene-1-sulfonate→(Diethoxyphosphoryl)methyl 4-(trifluoromethyl)benzene-1-sulfonate

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.