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CAS 22818-40-2

(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid

Codes: Amoxicillin-018

Application context (from source-drug indications)

Helicobacter pylori infectionAmoxicillin/Omeprazole/RifabutinDyspepsiaAmoxicillin/Omeprazole/RifabutinDuodenal ulcerRabeprazole Sodium/Metronidazole/AmoxicillinImmune thrombocytopenic purpuraRabeprazole Sodium/Metronidazole/AmoxicillinGastric ulcerRabeprazole Sodium/Metronidazole/AmoxicillinGastritisRabeprazole Sodium/Metronidazole/AmoxicillinHelicobacter pylori infectionRabeprazole Sodium/Metronidazole/AmoxicillinMarginal zone B-cell lymphomaClarithromycin/Rabeprazole Sodium/AmoxicillinDuodenal ulcerClarithromycin/Rabeprazole Sodium/AmoxicillinImmune thrombocytopenic purpuraClarithromycin/Rabeprazole Sodium/AmoxicillinGastric ulcerClarithromycin/Rabeprazole Sodium/AmoxicillinGastritisClarithromycin/Rabeprazole Sodium/AmoxicillinHelicobacter pylori infectionClarithromycin/Rabeprazole Sodium/AmoxicillinBacterial infectionAmoxicillin Sodium

Source drugs (routes using this intermediate)

DrugTierExpiry
Amoxicillin/Omeprazole/RifabutinTier C — Watch / trade-
Rabeprazole Sodium/Metronidazole/AmoxicillinTier C — Watch / trade-
Clarithromycin/Rabeprazole Sodium/AmoxicillinTier C — Watch / trade-
Amoxicillin 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.

Amoxicillin/Omeprazole/RifabutinOptimised routesteps: 5total yield: /
(2R)-[[(Benzyloxy)carbonyl]amino](4-hydroxyphenyl)acetic acid→(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid→1-Methoxybutane-1,3-dione→Sodium (2R)-(4-hydroxyphenyl)[[(2E)-4-methoxy-4-oxobut-2-en-2-yl]amino]acetate→Sodium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Potassium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(+)-6-Aminopenicillanic acid
Rabeprazole Sodium/Metronidazole/AmoxicillinOptimised routesteps: 5total yield: /
(2R)-[[(Benzyloxy)carbonyl]amino](4-hydroxyphenyl)acetic acid→(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid→1-Methoxybutane-1,3-dione→Sodium (2R)-(4-hydroxyphenyl)[[(2E)-4-methoxy-4-oxobut-2-en-2-yl]amino]acetate→Sodium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Potassium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(+)-6-Aminopenicillanic acid
Clarithromycin/Rabeprazole Sodium/AmoxicillinOptimised routesteps: 5total yield: /
(2R)-[[(Benzyloxy)carbonyl]amino](4-hydroxyphenyl)acetic acid→(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid→1-Methoxybutane-1,3-dione→Sodium (2R)-(4-hydroxyphenyl)[[(2E)-4-methoxy-4-oxobut-2-en-2-yl]amino]acetate→Sodium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Potassium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(+)-6-Aminopenicillanic acid
Amoxicillin SodiumOptimised routesteps: 5total yield: /
(2R)-[[(Benzyloxy)carbonyl]amino](4-hydroxyphenyl)acetic acid→(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid→1-Methoxybutane-1,3-dione→Sodium (2R)-(4-hydroxyphenyl)[[(2E)-4-methoxy-4-oxobut-2-en-2-yl]amino]acetate→Sodium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→Potassium (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate→(+)-6-Aminopenicillanic acid

Intermediates available on this site

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