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CAS 53064-79-2
iodomethyl pivalateIodomethylpivalate
Codes: ERTU-042, Cefcamate Pivoxil Hydrochloride-015
Application context (from source-drug indications)
Type 2 diabetesErtugliflozinMitral regurgitationErtugliflozinLeft ventricular dysfunctionErtugliflozinHeart failureErtugliflozinAtherosclerosisErtugliflozinInsulin resistanceErtugliflozinBacterial infectionCefcamate Pivoxil Hydrochloride
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Ertugliflozin | 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.
(2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ol→(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one→1-methylpiperazine→(2R,3S,4R,5R)-2,3,4,6-tetrakis(benzyloxy)-5-hydroxy-1-(4-methylpiperazin-1-yl)hexan-1-one→(2R,3S,4S)-2,3,4,6-tetrakis(benzyloxy)-1-(4-methylpiperazin-1-yl)hexane-1,5-dione→iodomethyl pivalate→(3S,4S,5R)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-2-hydroxy-6-(4-methylpiperazin-1-yl)-6-oxohexyl pivalate→(2R,3S,4S)-2,3,4,6-tetrakis(benzyloxy)-5-hydroxy-5-(hydroxymethyl)-1-(4-methylpiperazin-1-yl)hexan-1-one→(2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one oxalate→(2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one→2-((benzyloxy)(4-ethoxyphenyl)methyl)-4-bromo-1-chlorobenzene→(2R,3S,4S)-2,3,4-tris(benzyloxy)-1-(3-((benzyloxy)(4-ethoxyphenyl)methyl)-4-chlorophenyl)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)butan-1-one→(2S,3S,4R)-2,3,4-tris(benzyloxy)-1-((benzyloxy)methyl)-5-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane→(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate
Cefcamate Pivoxil HydrochlorideOptimised routesteps: 7total yield: 120.1g(Cefcamate Pivoxil Hydrochloride (API))
Ethyl2-(bromoacetyl)pent-2-enoate→tert-Butylcarbamothioylcarbamatehydrobromide→Ethyl(2Z)-2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoate→2-[2(Z)-2-Boc-amino-1,3-thiazol-4-yl]pent-2-enoicacid→(6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacidN,N,N',N'-tetramethylguanidine(11)→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→Chlorosulfonicacidisocyanate→Trichloroacetylisocyanate→(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-carboxylicacidN-(propan-2-yl)propan-2-amine→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→(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-carboxylicacid→(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-pentenoylamino]-3-(carbamoyloxymethyl)-3-cephem-4-carboxylicacid→(6R,7R)-7-[[(2Z)-2-(2-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-carboxylicacidhydrogenchloride→Iodomethylpivalate→[(2,2-Dimethylpropanoyl)oxy]methyl(6R,7R)-7-[[(2Z)-2-(2-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
Cefcamate Pivoxil HydrochlorideOptimised routesteps: 7total yield: 6.375g(Cefcamate Pivoxil Hydrochloride (API))
Ethyl2-(bromoacetyl)pent-2-enoate→tert-Butylcarbamothioylcarbamatehydrobromide→Ethyl(2Z)-2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoate→2-[2(Z)-2-Boc-amino-1,3-thiazol-4-yl]pent-2-enoicacid→(6R,7R)-7-Amino-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→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→(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-carboxylicacid→(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-pentenoylamino]-3-(carbamoyloxymethyl)-3-cephem-4-carboxylicacid→(6R,7R)-7-[[(2Z)-2-(2-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-carboxylicacidhydrogenchloride→Iodomethylpivalate→[(2,2-Dimethylpropanoyl)oxy]methyl(6R,7R)-7-[[(2Z)-2-(2-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
Cefcamate Pivoxil HydrochlorideOptimised routesteps: 8total yield: 14.6g(Cefcamate Pivoxil Hydrochloride (API))
2-[2(Z)-2-Boc-amino-1,3-thiazol-4-yl]pent-2-enoicacid→tert-Butyl[4-[(2Z)-1-oxo-1-[(methylsulfonyl)oxy]pent-2-en-2-yl]-1,3-thiazol-2-yl]carbamate→Methyl(2Z)-2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoatehydrogenchloride→(6R,7R)-3-(Acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid→(6R,7R)-3-[(Acetyloxy)methyl]-7-[[(2Z)-2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→(6R,7R)-7-[[(2Z)-2-[2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl]pent-2-enoyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid→Hydroxymethyl-7-aminocephalosporanicacid→N-Carbonylsulfamylchloride→(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-carboxylicacidN-(propan-2-yl)propan-2-amine→Iodomethylpivalate→Boc-cefcapenepivoxil
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
Side-by-side comparison of all listed offers on this CAS; price bands are list-price ranges, final price subject to RFQ confirmation.
| Supplier | Product | Price band | MOQ | Lead time | Qualifications | Action |
|---|---|---|---|---|---|---|
| Unibest Taizhou GMP-like Site | 2-((benzyloxy)(4-ethoxyphenyl)methyl)-4-bromo-1-chlorobenzene Pharmaceutical Intermediates | On request | On request | On request | — | |
| Qualified Partner — East China API Works | (2R, 3S.4S)-2, 3, 4-tris(benzyloxy)-4-((R)-4-((benzyloxy)meth yl)-2, 2-dimeth yl-1, 3- dioxolan-4-yl)-1-(4-methylDiDerazin-1-yl)butan-1-one Pharmaceutical Intermediates | On request | On request | On request | — |
This is a CAS-level registry record: registrations across routes are merged. Supplier offers and buyer demands will be matched on this CAS as the primary key.