SINTESIS DAN KARAKTERISASI D-4-HIDROKSIFENILGLISIN METIL ESTER SEBAGAI PREKURSOR AMOKSISILIN
One of the active pharmaceutical ingredients with the highest import value in Indonesia is amoxicillin. Conventional method of amoxicillin production was carried out by using 6- aminopenicillanic acid (6-APA) and D-4-hydroxyphenylglycine (D-4-HPG) by organic synthesis. To increase the process eff...
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Format: | Final Project |
Language: | Indonesia |
Online Access: | https://digilib.itb.ac.id/gdl/view/69339 |
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Institution: | Institut Teknologi Bandung |
Language: | Indonesia |
Summary: | One of the active pharmaceutical ingredients with the highest import value in Indonesia is
amoxicillin. Conventional method of amoxicillin production was carried out by using 6-
aminopenicillanic acid (6-APA) and D-4-hydroxyphenylglycine (D-4-HPG) by organic synthesis. To
increase the process efficiency, the new method is catalyzed by enzyme, which requires D-4-
hydroxyphenylglycine methyl ester (D-4-HPGME). The goal of this study was to obtain the optimum
method of D-4-HPGME synthesis and its characterization data. The synthesis method was derived
from patent CN103641729A, which uses one-pot reaction. D-4-HPG and methanol as reagent, while
trimethylsilyl chloride as acid catalyst. The synthesis process was carried out by varying the number
of precursors, as well as the temperature and reaction time. Isolation of the product was carried
out by precipitation by adjusting the suspension mixture pH to 8.5. Followed by purification of the
precipitate by recrystallization. The reaction at room temperature (120 hours) and at 60°C (5 hours)
gave a yield of 73% and 71%, respectively. Characterization of the product by infrared spectroscopy
and
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H-NMR spectroscopy showed that the synthesized product was D-4-HPGME.
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