HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trisodium;borate;decahydrate → 3-Amino-3-methoxy-2-oxo-1-azetidinesulfonic acid tetrabutylammonium salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trisodium;borate;decahydrate | HCID 18377803 | — |
| Reactant | 3-Methoxy-2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-1-azetidinesulfonic acid, tetrabutylammonium salt | HCID 131714266 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Amino-3-methoxy-2-oxo-1-azetidinesulfonic acid tetrabutylammonium salt | HCID 131714265 | 76.2% |
Reaction Steps
A 4% sodium borate decahydrate in methanol solution (100 μl) is added to a suspension of 10% palladium on charcoal (30 mg) in methanol (2 ml), and the mixture is stirred under an atmosphere of hydrogen for 15 minutes. 3-Methoxy-2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-1-azetidinesulfonic acid, tetrabutylammonium salt (60 mg; see Example 49) in methanol (2 ml) is added and the mixture is vigorously stirred for 15 minutes under a hydrogen atmosphere. Catalyst is removed by filtration through Celite on a millipore filter (0.5 mμ), and solvent is removed from the filtrate in vacuo, and the residue is extracted with methylene chloride. Removal of solvent under reduced pressure yields 35 mg of the title compound, as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04529698 |
| Source dataset | uspto-grants-1985_07 |
| ORD ID | ord-03c9ffa8ebd94f2dbb32830d31a3b566 |
| Source note | uspto-grants-1985_07 |