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CAS 2799-16-8

1-aminopropan-2-ol(2R)-1-Aminopropan-2-ol

Codes: REMIB-009, Tenofovir disoproxil phosphate-021

Application context (from source-drug indications)

SedationRemimazolam BesilateAnaesthesiaRemimazolam BesilateHIV 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
Remimazolam BesilateTier C — Watch / trade2030
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.

Remimazolam BesilateOriginator routesteps: 6total yield: 2.56 g
2-amino-5-bromobenzoic acid→2-bromopyridine→(2-amino-5-bromophenyl)(pyridin-2-yl)methanone→(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-methoxy-5-oxopentanoic acid→methyl (S)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-((4-bromo-2-picolinoylphenyl)amino)-5-oxopentanoate→methyl (S)-3-(7-bromo-2-oxo-5-(pyridin-2-yl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)propanoate→dimorpholinophosphinic chloride→methyl (S)-3-(7-bromo-2-((dimorpholinophosphoryl)oxy)-5-(pyridin-2-yl)-3H-benzo[e][1,4]diazepin-3-yl)propanoate→1-aminopropan-2-ol→methyl 3-((3S)-7-bromo-2-((2-hydroxypropyl)amino)-5-(pyridin-2-yl)-3H-benzo[e][1,4]diazepin-3-yl)propanoate
Lamivudine/Tenofovir Disoproxil FumarateOptimised routesteps: 4total yield: 1.7g(Tenofovir disoproxil phosphate-014)
(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→6-Chloro-5-nitropyrimidin-4-amine→(2R)-1-[(6-Chloro-5-nitropyrimidin-4-yl)amino]propan-2-ol→4,6-Dichloro-5-nitropyrimidine→(2R)-1-Aminopropan-2-ol→(2R)-1-(6-Chloro-9H-purin-9-yl)propan-2-ol
Efavirenz/Lamivudine/Tenofovir Disoproxil FumarateOptimised routesteps: 4total yield: 1.7g(Tenofovir disoproxil phosphate-014)
(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→6-Chloro-5-nitropyrimidin-4-amine→(2R)-1-[(6-Chloro-5-nitropyrimidin-4-yl)amino]propan-2-ol→4,6-Dichloro-5-nitropyrimidine→(2R)-1-Aminopropan-2-ol→(2R)-1-(6-Chloro-9H-purin-9-yl)propan-2-ol
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateOptimised routesteps: 4total yield: 1.7g(Tenofovir disoproxil phosphate-014)
(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→6-Chloro-5-nitropyrimidin-4-amine→(2R)-1-[(6-Chloro-5-nitropyrimidin-4-yl)amino]propan-2-ol→4,6-Dichloro-5-nitropyrimidine→(2R)-1-Aminopropan-2-ol→(2R)-1-(6-Chloro-9H-purin-9-yl)propan-2-ol
Tenofovir disoproxil phosphateOptimised routesteps: 4total yield: 1.7g(Tenofovir disoproxil phosphate-014)
(R)-(+)-9-(2-Hydroxypropyl)adenine→(R)-Propylene carbonate→6-Chloro-5-nitropyrimidin-4-amine→(2R)-1-[(6-Chloro-5-nitropyrimidin-4-yl)amino]propan-2-ol→4,6-Dichloro-5-nitropyrimidine→(2R)-1-Aminopropan-2-ol→(2R)-1-(6-Chloro-9H-purin-9-yl)propan-2-ol

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