HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl hydroperoxide → Tenatoprazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl hydroperoxide | HCID 6410 | — |
| Reactant | 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]thio]-1H-imidazo[4,5b]pyridine | HCID 9840489 | — |
| Reactant | Aminoindanol | HCID 19357388 | — |
| Reactant | Cumen hydroperoxide | HCID 53627471 | — |
| Catalyst | HCID 178460666 | HCID 178460666 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Tenatoprazole | HCID 636411 | — |
Reaction Steps
Therefore, for example, according to the method of the invention, an enantioselective oxidation of 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]thio]imidazo[4,5-b]-pyridine by cumene hydroperoxide or tert-butyl hydroperoxide in presence of Ti(OiPr)4 and of amino-indanol in NMP can advantageously be carried out in order to obtain (−)-5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]imidazo[4,5-b]pyridine, that is to say tenatoprazole, the formula of which is represented above.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528251B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-3a0e21eab0444bd4b6ec67d8f1327587 |
| Source note | uspto-grants-2009_05 |