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CAS 866088-09-7

N-(5-((E)-2-((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)vinyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

Codes: ROSU-021

Application context (from source-drug indications)

HypertensionFimasartan potassium trihydrate/Rosuvastatin calciumDyslipidaemiaFimasartan potassium trihydrate/Rosuvastatin calciumHypertensionRosuvastatin Calcium/TelmisartanHyperlipidaemiaRosuvastatin Calcium/TelmisartanHomozygous familial hypercholesterolaemiaRosuvastatin CalciumHeterozygous familial hypercholesterolaemiaRosuvastatin CalciumHyperlipoproteinaemia type IIIRosuvastatin CalciumAtherosclerosisRosuvastatin CalciumHyperlipoproteinaemia type IIRosuvastatin CalciumHypercholesterolaemiaRosuvastatin Calcium

Source drugs (routes using this intermediate)

DrugTierExpiry
Fimasartan potassium trihydrate/Rosuvastatin calciumTier C — Watch / trade-
Rosuvastatin Calcium/TelmisartanTier C — Watch / trade-
Rosuvastatin CalciumTier B — Position early-

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.

Fimasartan potassium trihydrate/Rosuvastatin calciumOptimised routesteps: 10total yield: /
(4R,6S)-6-(chloromethyl)tetrahydro-2H-pyran-2,4-diol→(2S,4R)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran-4-ol→(2S,4R)-4-(benzyloxy)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran→((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl acetate→((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methanol→(2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-carbaldehyde→N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(5-((E)-2-((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)vinyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(4-(4-fluorophenyl)-5-((E)-2-((2S,4R)-4-hydroxy-6-methoxytetrahydro-2H-pyran-2-yl)vinyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(5-((E)-2-((2S,4R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl)vinyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(4-(4-fluorophenyl)-5-((E)-2-((2S,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)vinyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide
Rosuvastatin Calcium/TelmisartanOptimised routesteps: 10total yield: /
(4R,6S)-6-(chloromethyl)tetrahydro-2H-pyran-2,4-diol→(2S,4R)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran-4-ol→(2S,4R)-4-(benzyloxy)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran→((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl acetate→((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methanol→(2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-carbaldehyde→N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(5-((E)-2-((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)vinyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(4-(4-fluorophenyl)-5-((E)-2-((2S,4R)-4-hydroxy-6-methoxytetrahydro-2H-pyran-2-yl)vinyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(5-((E)-2-((2S,4R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl)vinyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(4-(4-fluorophenyl)-5-((E)-2-((2S,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)vinyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide
Rosuvastatin CalciumOptimised routesteps: 10total yield: /
(4R,6S)-6-(chloromethyl)tetrahydro-2H-pyran-2,4-diol→(2S,4R)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran-4-ol→(2S,4R)-4-(benzyloxy)-2-(chloromethyl)-6-methoxytetrahydro-2H-pyran→((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl acetate→((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methanol→(2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-carbaldehyde→N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(5-((E)-2-((2S,4R)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)vinyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(4-(4-fluorophenyl)-5-((E)-2-((2S,4R)-4-hydroxy-6-methoxytetrahydro-2H-pyran-2-yl)vinyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(5-((E)-2-((2S,4R)-4,6-dihydroxytetrahydro-2H-pyran-2-yl)vinyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide→N-(4-(4-fluorophenyl)-5-((E)-2-((2S,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)vinyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

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