HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfinic acid, sodium salt → Benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3butenoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| Reactant | Benzenesulfonyl cyanide | HCID 10313279 | — |
| Reactant | Benzyl 2-[3-phenoxyacetamido-4-(6-nitrobenzothiazol-2-yldithio)-2-azetidinon-1-yl]-3-methyl-3-butenoate | HCID 20141913 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3butenoate | HCID 13170072 | 81% |
Reaction Steps
A 362 mg quantity of benzyl 2-[3-phenoxyacetamido-4-(6-nitrobenzothiazol-2-yldithio)-2-azetidinon-1-yl]-3-methyl-3-butenoate and 112 mg of benzenesulfonyl cyanide were dissolved in 3.5 ml of acetone. To the solution was added 3 mg of sodium benzenesulfinate and the mixture was reacted at room temperature for 2 hours. The same subsequent procedure as in Example 5 was followed, producing benzyl 2-(3-phenoxyacetamido-4-benzenesulfonylthio-2-azetidinon-1-yl)-3-methyl-3-butenoate in a yield of 81%. The NMR spectrum data of the compound thus obtained were identical with those of the compound produced in Example 13.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04713452 |
| Source dataset | uspto-grants-1987_12 |
| ORD ID | ord-c67743228c964c2d922fbbd0f4a54061 |
| Source note | uspto-grants-1987_12 |