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CAS 118-71-8

3-hydroxy-2-methyl-4H-pyran-4-one3-Hydroxy-2-methyl-4H-pyran-4-one

Codes: DOLU-001, S-pantoprazole sodium-046

Application context (from source-drug indications)

HIV infectionDolutegravir SodiumLabour and deliveryDolutegravir SodiumMycobacterium tuberculosis infectionDolutegravir SodiumHepatitisDolutegravir SodiumHerpesvirus infectionDolutegravir SodiumHepatic function declineDolutegravir SodiumGastro-oesophageal reflux diseaseS-pantoprazole sodiumPeptic ulcerS-pantoprazole sodiumHaemorrhageS-pantoprazole sodiumTrauma and injuryS-pantoprazole sodiumComaS-pantoprazole sodiumAspiration pneumoniaS-pantoprazole sodium

Source drugs (routes using this intermediate)

DrugTierExpiry
Dolutegravir SodiumTier B — Position early-
S-pantoprazole 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.

Dolutegravir SodiumOriginator routesteps: 17total yield: /
3-hydroxy-2-methyl-4H-pyran-4-one→3-(benzyloxy)-2-methyl-4H-pyran-4-one→3-(benzyloxy)-2-methylpyridin-4(1H)-one→3-(benzyloxy)-5-bromo-2-methylpyridin-4-ol→methyl 5-(benzyloxy)-4-hydroxy-6-methylnicotinate→methyl 4-acetoxy-5-(benzyloxy)-6-methylnicotinate→4-acetoxy-3-(benzyloxy)-5-(methoxycarbonyl)-2-methylpyridine 1-oxide→methyl 4-acetoxy-6-(acetoxymethyl)-5-(benzyloxy)nicotinate→6-(acetoxymethyl)-5-(benzyloxy)-4-oxo-1,4-dihydropyridine-3-carboxylic acid→(2,4-difluorophenyl)methanamine→5-(benzyloxy)-N-(2,4-difluorobenzyl)-6-(hydroxymethyl)-4-oxo-1,4-dihydropyridine-3-carboxamide→5-(benzyloxy)-N-(2,4-difluorobenzyl)-6-formyl-4-oxo-1,4-dihydropyridine-3-carboxamide→3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid→methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylate→methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylate→3-bromoprop-1-ene→methyl 1-allyl-3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1,4-dihydropyridine-2-carboxylate→methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate→(R)-3-aminobutan-1-ol→(4R,12aS)-7-(benzyloxy)-N-(2,4-difluorobenzyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide
S-pantoprazole sodiumOptimised routesteps: 3total yield: 25g(S-pantoprazole sodium-025)
3-Hydroxy-2-methyl-4H-pyran-4-one→3,4-Dimethoxy-2-methylpyridine 1-oxide→3-Hydroxy-2-methylpyridin-4(1H)-one→3,4-Dimethoxy-2-methylpyridine

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