2-oxoethyl benzoate (64904-47-8) intermediate

Application context (from source-drug indications)

HIV infectionDolutegravir/Lamivudine/Tenofovir AlafenamideHIV infectionLamivudine/Tenofovir Disoproxil FumarateChronic hepatitis BLamivudine/Tenofovir Disoproxil FumarateHIV infectionBictegravir/Emtricitabine/Tenofovir Alafenamide FumarateHepatitis BBictegravir/Emtricitabine/Tenofovir Alafenamide FumarateHIV infectionEfavirenz/Lamivudine/Tenofovir Disoproxil FumarateHIV infectionEmtricitabine/Tenofovir Alafenamide FumarateAcquired immunodeficiency syndromeEmtricitabine/Tenofovir Alafenamide FumarateProgressive multifocal leukoencephalopathyEmtricitabine/Tenofovir Alafenamide FumarateHIV infectionEmtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateHepatitis BLamivudineChronic hepatitis BLamivudineHIV infectionLamivudineRett syndromeLamivudineAlzheimer's diseaseLamivudineRetinal detachmentLamivudineHIV infectionEmtricitabineAlzheimer's diseaseEmtricitabineDementiaEmtricitabineMild cognitive impairmentEmtricitabineBacterial infectionPlazomicin sulfateHospital-acquired pneumoniaPlazomicin sulfateUrinary tract infectionPlazomicin sulfatePyelonephritisPlazomicin sulfateEnd-stage renal diseasePlazomicin sulfate肠杆菌科感染Plazomicin sulfate

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Dolutegravir/Lamivudine/Tenofovir Alafenamide	Tier C — Watch / trade	-
Lamivudine/Tenofovir Disoproxil Fumarate	Tier C — Watch / trade	-
Bictegravir/Emtricitabine/Tenofovir Alafenamide Fumarate	Tier B — Position early	-
Efavirenz/Lamivudine/Tenofovir Disoproxil Fumarate	Tier C — Watch / trade	-
Emtricitabine/Tenofovir Alafenamide Fumarate	Tier B — Position early	-
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil Fumarate	Tier B — Position early	-
Lamivudine	Tier C — Watch / trade	-
Emtricitabine	Tier C — Watch / trade	-
Plazomicin sulfate	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.

Dolutegravir/Lamivudine/Tenofovir AlafenamideOriginator routesteps: 6total yield: 165 mg

2,3-dihydroxypropyl benzoate→2-oxoethyl benzoate→2,2-diethoxyethanethiol→(5-ethoxy-1,3-oxathiolan-2-yl)methyl benzoate→4-aminopyrimidin-2(1H)-one→((2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl benzoate→benzothioic O-acid→2-bromo-1,1-diethoxyethane→S-(2,2-diethoxyethyl) benzothioate

Dolutegravir/Lamivudine/Tenofovir AlafenamideOptimised routesteps: 4total yield: /

2-oxoethyl benzoate→((2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl benzoate→(S)-2-hydroxy-3-mercaptopropanoic acid→(2R,5S)-2-((benzoyloxy)methyl)-1,3-oxathiolane-5-carboxylic acid→((2R)-5-acetoxy-1,3-oxathiolan-2-yl)methyl benzoate

Dolutegravir/Lamivudine/Tenofovir AlafenamideOptimised routesteps: 3total yield: /

2-oxoethyl benzoate→((2R)-5-acetoxy-1,3-oxathiolan-2-yl)methyl benzoate→1,4-dithiane-2,5-diol→N-(trimethylsilyl)-N-(2-((trimethylsilyl)oxy)pyrimidin-4-yl)acetamide→((2R,5S)-5-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl benzoate

Lamivudine/Tenofovir Disoproxil FumarateOriginator routesteps: 6total yield: 165 mg

2,3-dihydroxypropyl benzoate→2-oxoethyl benzoate→2,2-diethoxyethanethiol→(5-ethoxy-1,3-oxathiolan-2-yl)methyl benzoate→4-aminopyrimidin-2(1H)-one→((2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl benzoate→benzothioic O-acid→2-bromo-1,1-diethoxyethane→S-(2,2-diethoxyethyl) benzothioate

Lamivudine/Tenofovir Disoproxil FumarateOptimised routesteps: 4total yield: /

2-oxoethyl benzoate→((2R,5S)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolan-2-yl)methyl benzoate→(S)-2-hydroxy-3-mercaptopropanoic acid→(2R,5S)-2-((benzoyloxy)methyl)-1,3-oxathiolane-5-carboxylic acid→((2R)-5-acetoxy-1,3-oxathiolan-2-yl)methyl benzoate

Intermediates available on this site

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