CAS 267881-71-0

Methyl(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoate

Codes: Cefcamate Pivoxil Hydrochloride-017

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)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Cefcamate Pivoxil HydrochlorideOptimised routesteps: 5total yield: 23.5g(Cefcamate Pivoxil Hydrochloride-013)

(6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→Chlorosulfonicacidisocyanate→(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-pentenoylamino]-3-(carbamoyloxymethyl)-3-cephem-4-carboxylicacid→Methyl(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoate→Methyl(2Z)-2-[2-(2-phenylacetamido)-1,3-thiazol-4-yl]pent-2-enoate→(2Z)-2-[2-(2-Phenylacetamido)-1,3-thiazol-4-yl]pent-2-enoicacid→(6R)-3-[(Carbamoyloxy)methyl]-8-oxo-7-([(2Z)-2-[2-(2-phenylacetamido)-1,3-thiazol-4-yl]pent-2-enoyl]amino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid--N-(propan-2-yl)propan-2-amine(11)→Sodium(6R)-3-[(carbamoyloxy)methyl]-8-oxo-7-([(2Z)-2-[2-(2-phenylacetamido)-1,3-thiazol-4-yl]pent-2-enoyl]amino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Cefcamate Pivoxil HydrochlorideOptimised routesteps: 3total yield: 48.6g(Cefcamate Pivoxil Hydrochloride-004)

2-[2(Z)-2-Boc-amino-1,3-thiazol-4-yl]pent-2-enoicacid→4-Methyleneoxetan-2-one→Methyl4-bromo-3-oxobutanoate→Propanal→Thiocarbamide→Methyl(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoate→Di(tert-butyl)dicarbonate

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