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CAS 143491-56-9
((2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate
Codes: EMTR-009
Application context (from source-drug indications)
HIV infectionBictegravir/Emtricitabine/Tenofovir Alafenamide FumarateHepatitis BBictegravir/Emtricitabine/Tenofovir Alafenamide FumarateHIV infectionEmtricitabine/Tenofovir Alafenamide FumarateAcquired immunodeficiency syndromeEmtricitabine/Tenofovir Alafenamide FumarateProgressive multifocal leukoencephalopathyEmtricitabine/Tenofovir Alafenamide FumarateHIV infectionEmtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateHIV infectionEmtricitabineAlzheimer's diseaseEmtricitabineDementiaEmtricitabineMild cognitive impairmentEmtricitabine
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Bictegravir/Emtricitabine/Tenofovir Alafenamide Fumarate | Tier B — Position early | - |
| Emtricitabine/Tenofovir Alafenamide Fumarate | Tier B — Position early | - |
| Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil Fumarate | Tier B — Position early | - |
| Emtricitabine | 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.
(Z)-but-2-ene-1,4-diol→(Z)-but-2-ene-1,4-diyl dibutyrate→2-oxoethyl butyrate→2-mercaptoacetic acid→(5-oxo-1,3-oxathiolan-2-yl)methyl butyrate→(5-acetoxy-1,3-oxathiolan-2-yl)methyl butyrate→5-fluoro-N-(trimethylsilyl)-2-((trimethylsilyl)oxy)pyrimidin-4-amine→(5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate→((2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate
(Z)-but-2-ene-1,4-diol→(Z)-but-2-ene-1,4-diyl dibutyrate→2-oxoethyl butyrate→2-mercaptoacetic acid→(5-oxo-1,3-oxathiolan-2-yl)methyl butyrate→(5-acetoxy-1,3-oxathiolan-2-yl)methyl butyrate→5-fluoro-N-(trimethylsilyl)-2-((trimethylsilyl)oxy)pyrimidin-4-amine→(5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate→((2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateOriginator routesteps: 7total yield: 33 mg
(Z)-but-2-ene-1,4-diol→(Z)-but-2-ene-1,4-diyl dibutyrate→2-oxoethyl butyrate→2-mercaptoacetic acid→(5-oxo-1,3-oxathiolan-2-yl)methyl butyrate→(5-acetoxy-1,3-oxathiolan-2-yl)methyl butyrate→5-fluoro-N-(trimethylsilyl)-2-((trimethylsilyl)oxy)pyrimidin-4-amine→(5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate→((2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate
(Z)-but-2-ene-1,4-diol→(Z)-but-2-ene-1,4-diyl dibutyrate→2-oxoethyl butyrate→2-mercaptoacetic acid→(5-oxo-1,3-oxathiolan-2-yl)methyl butyrate→(5-acetoxy-1,3-oxathiolan-2-yl)methyl butyrate→5-fluoro-N-(trimethylsilyl)-2-((trimethylsilyl)oxy)pyrimidin-4-amine→(5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate→((2R,5S)-5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl butyrate
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