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CAS 140-89-6

potassium O-ethyl carbonodithioateO-Ethylxanthic acid potassium salt

Codes: EMTR-013, S-pantoprazole sodium-016, Anaprazole Sodium-008

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 FumarateGastro-oesophageal reflux diseaseS-pantoprazole sodiumPeptic ulcerS-pantoprazole sodiumHaemorrhageS-pantoprazole sodiumTrauma and injuryS-pantoprazole sodiumComaS-pantoprazole sodiumAspiration pneumoniaS-pantoprazole sodiumHIV infectionEmtricitabineAlzheimer's diseaseEmtricitabineDementiaEmtricitabineMild cognitive impairmentEmtricitabineDuodenal ulcerAnaprazole SodiumHelicobacter pylori infectionAnaprazole SodiumPeptic oesophagitisAnaprazole SodiumOesophageal diseaseAnaprazole Sodium食管功能障碍Anaprazole SodiumOesophagitisAnaprazole Sodium

Source drugs (routes using this intermediate)

DrugTierExpiry
Bictegravir/Emtricitabine/Tenofovir Alafenamide FumarateTier B — Position early-
Emtricitabine/Tenofovir Alafenamide FumarateTier B — Position early-
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateTier B — Position early-
S-pantoprazole sodiumTier C — Watch / trade-
EmtricitabineTier C — Watch / trade-
Anaprazole SodiumTier 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.

Bictegravir/Emtricitabine/Tenofovir Alafenamide FumarateOptimised routesteps: 10total yield: 5.5 mg
(2S,3S,4S,5S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol→(2R,3S,4S,5R,6S)-6-((tosyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate→(2R,3S,4S,5R,6S)-2-bromo-6-((tosyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate→potassium O-ethyl carbonodithioate→(2S,3S,4S)-8-oxa-6-thiabicyclo[3.2.1]octane-2,3,4-triol→((2R,5R)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,3-oxathiolan-2-yl)methanol→(R)-1-((2R,5R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)ethane-1,2-diol→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolane-5-carboxylic acid→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl acetate→N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)acetamide→N-(1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide→4-amino-1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoropyrimidin-2(1H)-one
Emtricitabine/Tenofovir Alafenamide FumarateOptimised routesteps: 10total yield: 5.5 mg
(2S,3S,4S,5S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol→(2R,3S,4S,5R,6S)-6-((tosyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate→(2R,3S,4S,5R,6S)-2-bromo-6-((tosyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate→potassium O-ethyl carbonodithioate→(2S,3S,4S)-8-oxa-6-thiabicyclo[3.2.1]octane-2,3,4-triol→((2R,5R)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,3-oxathiolan-2-yl)methanol→(R)-1-((2R,5R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)ethane-1,2-diol→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolane-5-carboxylic acid→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl acetate→N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)acetamide→N-(1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide→4-amino-1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoropyrimidin-2(1H)-one
Emtricitabine/Rilpivirine Hydrochloride/Tenofovir Disoproxil FumarateOptimised routesteps: 10total yield: 5.5 mg
(2S,3S,4S,5S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol→(2R,3S,4S,5R,6S)-6-((tosyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate→(2R,3S,4S,5R,6S)-2-bromo-6-((tosyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate→potassium O-ethyl carbonodithioate→(2S,3S,4S)-8-oxa-6-thiabicyclo[3.2.1]octane-2,3,4-triol→((2R,5R)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,3-oxathiolan-2-yl)methanol→(R)-1-((2R,5R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)ethane-1,2-diol→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolane-5-carboxylic acid→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl acetate→N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)acetamide→N-(1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide→4-amino-1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoropyrimidin-2(1H)-one
EmtricitabineOptimised routesteps: 10total yield: 5.5 mg
(2S,3S,4S,5S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol→(2R,3S,4S,5R,6S)-6-((tosyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate→(2R,3S,4S,5R,6S)-2-bromo-6-((tosyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate→potassium O-ethyl carbonodithioate→(2S,3S,4S)-8-oxa-6-thiabicyclo[3.2.1]octane-2,3,4-triol→((2R,5R)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,3-oxathiolan-2-yl)methanol→(R)-1-((2R,5R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)ethane-1,2-diol→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolane-5-carboxylic acid→(2R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl acetate→N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)acetamide→N-(1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide→4-amino-1-((2R,5S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3-oxathiolan-5-yl)-5-fluoropyrimidin-2(1H)-one

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