CAS 18997-19-8

chloromethyl pivalateChloromethylpivalate

Codes: ADEF-002, Cefcamate Pivoxil Hydrochloride-035

Application context (from source-drug indications)

Hepatitis BAdefovir DipivoxilChronic hepatitis BAdefovir DipivoxilHIV infectionAdefovir DipivoxilLiver transplant rejectionAdefovir DipivoxilHepatitisAdefovir Dipivoxil巨细胞病毒感染Adefovir DipivoxilBacterial infectionCefcamate Pivoxil Hydrochloride

Source drugs (routes using this intermediate)

Drug	Tier	Expiry
Adefovir Dipivoxil	Tier C — Watch / trade	-
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.

Adefovir DipivoxilOriginator routesteps: 1total yield: 0.59 g

((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid→chloromethyl pivalate

Adefovir DipivoxilOptimised routesteps: 4total yield: /

((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid→chloromethyl pivalate→9H-purin-6-amine→1,3-dioxolan-2-one→2-(6-amino-9H-purin-9-yl)ethan-1-ol→(diethoxyphosphoryl)methyl 4-methylbenzenesulfonate→diethyl ((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphonate

Adefovir DipivoxilOptimised routesteps: 2total yield: /

((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid→chloromethyl pivalate→9H-purin-6-amine→diethyl ((2-chloroethoxy)methyl)phosphonate

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

Intermediates available on this site

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