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CAS 114870-02-9
sodium (2S,3S,4R,5R,6R)-3-(((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-((sulfonatooxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,4R,5R,6R)-5-amino-6-(((2R,3S,4S,5R,6R)-6-(((2R,3S,4R,5R,6S)-5-amino-4-hydroxy-6-methoxy-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-2-carboxylato-4-hydroxy-5-(sulfonatooxy)tetrahydro-2H-pyran-3-yl)oxy)-4-(sulfonatooxy)-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-2-carboxylate
Codes: FOND-013
Application context (from source-drug indications)
Pulmonary embolismFondaparinux SodiumVenous thrombosisFondaparinux SodiumMyocardial infarctionFondaparinux SodiumAngina pectorisFondaparinux SodiumThromboembolismFondaparinux SodiumLiver diseaseFondaparinux Sodium
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Fondaparinux Sodium | 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.
benzyl ((2S,3R,4R,5S,6R)-4-(benzyloxy)-5-hydroxy-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3-yl)carbamate→((2R,3S,4R,5R,6S)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-3-hydroxy-6-methoxytetrahydro-2H-pyran-2-yl)methyl acetate→methyl (5R,6S,7S)-7-(benzyloxy)-2-(tert-butoxy)-6-(2-chloroacetoxy)-2-methyltetrahydro-5H-[1,3]dioxolo[4,5-b]pyran-5-carboxylate→methyl (2R,3S,4S,5R,6R)-5-acetoxy-6-(((2R,3S,4R,5R,6S)-2-(acetoxymethyl)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-4-(benzyloxy)-3-(2-chloroacetoxy)tetrahydro-2H-pyran-2-carboxylate→methyl (2R,3S,4S,5R,6R)-5-acetoxy-6-(((2R,3S,4R,5R,6S)-2-(acetoxymethyl)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-4-(benzyloxy)-3-hydroxytetrahydro-2H-pyran-2-carboxylate→methyl (2S,3S,4S,5R,6R)-6-(((2R,4R,5R,6R)-4-acetoxy-2-(acetoxymethyl)-5-azido-6-bromotetrahydro-2H-pyran-3-yl)oxy)-4,5-bis(benzyloxy)-3-(2-chloroacetoxy)tetrahydro-2H-pyran-2-carboxylate→methyl (2R,3S,4S,5R,6R)-5-acetoxy-3-(((2R,3R,4R,6R)-4-acetoxy-6-(acetoxymethyl)-3-azido-5-(((2R,3R,4S,5S,6S)-3,4-bis(benzyloxy)-5-(2-chloroacetoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3S,4R,5R,6S)-2-(acetoxymethyl)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-4-(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→methyl (2R,3S,4S,5R,6R)-5-acetoxy-3-(((2R,3R,4R,6R)-4-acetoxy-6-(acetoxymethyl)-3-azido-5-(((2R,3R,4S,5S,6S)-3,4-bis(benzyloxy)-5-hydroxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3S,4R,5R,6S)-2-(acetoxymethyl)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-4-(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→((2R,3S,4R,5R,6R)-5-azido-3,4-bis(benzyloxy)-6-bromotetrahydro-2H-pyran-2-yl)methyl acetate→methyl (2R,3S,4S,5R,6R)-5-acetoxy-3-(((2R,3R,4R,6R)-4-acetoxy-6-(acetoxymethyl)-5-(((2R,3R,4S,5S,6S)-5-(((2R,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)-3,4-bis(benzyloxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)-3-azidotetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3S,4R,5R,6S)-2-(acetoxymethyl)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-4-(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→(2S,3S,4S,5R,6R)-3-(((2R,3R,4R,5S,6R)-3-azido-4,5-bis(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,4R,5R,6R)-5-azido-6-(((2R,3S,4R,5R,6R)-4-(benzyloxy)-6-(((2R,3S,4R,5R,6S)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-2-carboxy-5-hydroxytetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylic acid→sodium (2S,3S,4S,5R,6R)-3-(((2R,3R,4R,5S,6R)-3-azido-4,5-bis(benzyloxy)-6-((sulfonatooxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,4R,5R,6R)-5-azido-6-(((2R,3S,4S,5R,6R)-4-(benzyloxy)-6-(((2R,3S,4R,5R,6S)-4-(benzyloxy)-5-(((benzyloxy)carbonyl)amino)-6-methoxy-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-2-carboxylato-5-(sulfonatooxy)tetrahydro-2H-pyran-3-yl)oxy)-4-(sulfonatooxy)-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→sodium (2S,3S,4R,5R,6R)-3-(((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-((sulfonatooxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,4R,5R,6R)-5-amino-6-(((2R,3S,4S,5R,6R)-6-(((2R,3S,4R,5R,6S)-5-amino-4-hydroxy-6-methoxy-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-2-carboxylato-4-hydroxy-5-(sulfonatooxy)tetrahydro-2H-pyran-3-yl)oxy)-4-(sulfonatooxy)-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-2-carboxylate
sodium (2S,3S,4R,5R,6R)-3-(((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-((sulfonatooxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,4R,5R,6R)-5-amino-6-(((2R,3S,4S,5R,6R)-6-(((2R,3S,4R,5R,6S)-5-amino-4-hydroxy-6-methoxy-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-2-carboxylato-4-hydroxy-5-(sulfonatooxy)tetrahydro-2H-pyran-3-yl)oxy)-4-(sulfonatooxy)-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-dihydroxytetrahydro-2H-pyran-2-carboxylate→(2R,3S,4R)-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol→(1R,2S,3S,4R,5S)-4-iodo-6,8-dioxabicyclo[3.2.1]octane-2,3-diol→(1R,2S,3R,4R,5S)-4-azido-6,8-dioxabicyclo[3.2.1]octane-2,3-diol→(1R,2S,3R,4R,5S)-4-azido-2,3-bis(benzyloxy)-6,8-dioxabicyclo[3.2.1]octane→((2R,3S,4R,5R)-6-acetoxy-5-azido-3,4-bis(benzyloxy)tetrahydro-2H-pyran-2-yl)methyl acetate→((2R,3S,4R,5R)-5-azido-3,4-bis(benzyloxy)-6-hydroxytetrahydro-2H-pyran-2-yl)methyl acetate→((2R,3S,4R,5R)-5-azido-3,4-bis(benzyloxy)-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-2-yl)methyl acetate→methyl (2S,3S,4S,5R,6R)-6-(((1R,3R,4R,5S)-3-acetoxy-4-azido-6,8-dioxabicyclo[3.2.1]octan-2-yl)oxy)-4,5-bis(benzyloxy)-3-hydroxytetrahydro-2H-pyran-2-carboxylate→methyl (2S,3S,4S,5R,6R)-6-(((1R,3R,4R,5S)-3-acetoxy-4-azido-6,8-dioxabicyclo[3.2.1]octan-2-yl)oxy)-3-(((2R,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→methyl (2S,3S,4S,5R,6R)-6-(((2R,4R,5R)-4-acetoxy-2-(acetoxymethyl)-5-azido-6-hydroxytetrahydro-2H-pyran-3-yl)oxy)-3-(((2R,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→methyl (2S,3S,4S,5R,6R)-6-(((2R,4R,5R)-4-acetoxy-2-(acetoxymethyl)-5-azido-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3-yl)oxy)-3-(((2R,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→methyl (2R,3S,4S,5R,6R)-6-(((2R,3S,4R,5R,6S)-5-azido-2-((benzoyloxy)methyl)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-5-(benzoyloxy)-4-(benzyloxy)-3-hydroxytetrahydro-2H-pyran-2-carboxylate→methyl (2S,3S,4S,5R,6R)-6-(((2R,4R,5R,6R)-4-acetoxy-2-(acetoxymethyl)-5-azido-6-(((2R,3S,4S,5R,6R)-6-(((2R,3S,4R,5R,6S)-5-azido-2-((benzoyloxy)methyl)-4-(benzyloxy)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-5-(benzoyloxy)-4-(benzyloxy)-2-(methoxycarbonyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3-yl)oxy)-3-(((2R,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→(2S,3S,4S,5R,6R)-3-(((2R,3R,4R,5S,6R)-3-azido-4,5-bis(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,4R,5R,6R)-5-azido-6-(((2R,3S,4R,5R,6R)-6-(((2R,3S,4R,5R,6S)-5-azido-4-(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)-4-(benzyloxy)-2-carboxy-5-hydroxytetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylic acid→sodium (2S,3S,4S,5R,6R)-3-(((2R,3R,4R,5S,6R)-3-azido-4,5-bis(benzyloxy)-6-((sulfonatooxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,4R,5R,6R)-5-azido-6-(((2R,3S,4S,5R,6R)-6-(((2R,3S,4R,5R,6S)-5-azido-4-(benzyloxy)-6-methoxy-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-4-(benzyloxy)-2-carboxylato-5-(sulfonatooxy)tetrahydro-2H-pyran-3-yl)oxy)-4-(sulfonatooxy)-2-((sulfonatooxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate→methyl (2S,3S,4S,5R,6S)-4,5-bis(benzyloxy)-6-bromo-3-(2-chloroacetoxy)tetrahydro-2H-pyran-2-carboxylate→(1R,3R,4R,5S)-4-azido-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-3-yl acetate→methyl (2S,3S,4S,5R,6R)-6-(((1R,3R,4R,5S)-3-acetoxy-4-azido-6,8-dioxabicyclo[3.2.1]octan-2-yl)oxy)-4,5-bis(benzyloxy)-3-(2-chloroacetoxy)tetrahydro-2H-pyran-2-carboxylate
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