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ChemicalBook CAS DataBase List Amoxicillin
26787-78-0

Amoxicillin synthesis

3synthesis methods
Amoxycillin, [2S-[2α,5α,6β(S)]]-3,3-dimethyl-7-6-[[amino-(4-hydroxyphenyl)-acetyl]amino]-4-thia-1-azabicyclo[3.2.0]-heptan-2-carboxylic acid (32.1.1.21), is synthesized in two ways. The first uses an enamine protection of the amino group of 4-hydroxyphenylglycine, which begins with the sodium salt of 4-hydroxyphenylglycine, which is reacted with the acetoacetic ester to form an enamine—the sodium salt of a phydroxyphenyl acetic acid, α-[(3-ethoxy-1-methyl-3-oxo-1-propenyl)amino]-4-hydroxy- (32.1.1.19). Reacting the resulting aminocrotonate with the ethyl chloroformate in N-methylmorpholine gives the corresponding mixed anhydride (32.1.1.20), which is reacted with trimethylsilyl ester of 6-APA. 
CB3690305-1.jpg
The second method uses a direct reaction of D-(-)-2-(4-hydroxyphenyl)glycine chloride hydrochloride with trimethylsylil ester of 6-APA.
CB3690305-2.jpg
The trimethylsilyl ester of 6-APA needed for the reaction is in turn synthesized by reacting trimethylchlorosilylane with 6-APA in the presence of trimethylamine.
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Yield:-

Steps:

1.4 Production of the Pharmaceutical Composition for the Eradication of Helicobacter pylori in the Suspension Form

(4) Omeprazole was added into the above mixture and passed through a sieve (number 60) to form omeprazole/amoxicillin/clarithromycin granules;

References:

US2011/160156,2011,A1

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