CAS 101182-24-5

Trimethylsilyl(6R,7R)-7-amino-8-oxo-3-[[(trimethylsilyl)oxy]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Codes: Cefcamate Pivoxil Hydrochloride-033

Application context (from source-drug indications)

Bacterial infectionCefcamate Pivoxil Hydrochloride

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Cefcamate Pivoxil Hydrochloride	Tier C — Watch / trade	-

Position in synthesis routes (up/downstream chain)

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Cefcamate Pivoxil HydrochlorideOptimised routesteps: 6total yield: 65-70g(Cefcamate Pivoxil Hydrochloride (API))

(6R,7R)-7-Amino-3-(hydroxymethyl)-3-cephem-4-carboxylicacid→Trimethylsilyl(6R,7R)-7-amino-8-oxo-3-[[(trimethylsilyl)oxy]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate→2-[2(Z)-2-Boc-amino-1,3-thiazol-4-yl]pent-2-enoicacid→Trimethylsilyl(6R,7R)-7-[[2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-8-oxo-3-[[(trimethylsilyl)oxy]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate→Chlorosulfonicacidisocyanate→Sodium(6R,7R)-7-[[(2Z)-2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-[(carbamoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate→Iodomethylpivalate→Chloromethylpivalate→Boc-cefcapenepivoxil

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