HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfur Dioxide → (6S)-4-Nitrobenzyl 3-hydroxy-8-oxo-7-(N-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfur Dioxide | HCID 1119 | — |
| Reactant | p-Nitrobenzyl 7-phenylacetamido-3-methylenecepham-4-carboxylate | HCID 70562111 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (6S)-4-Nitrobenzyl 3-hydroxy-8-oxo-7-(N-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 67685788 | — |
Reaction Steps
Following the ozonization procedures described in Example 9, a solution of 350 mg. of p-nitrobenzyl 7-phenylacetamido-3-methylenecepham-4-carboxylate in 250 ml. of methylene chloride was cooled to -78° C. and was ozonized. The intermediate ozonide was decomposed in situ with sulfur dioxide and the reaction product was recovered and obtained crystalline by extraction with ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04260745 |
| Source dataset | uspto-grants-1981_04 |
| ORD ID | ord-cc8be5097738456b8adbeef7e69e3de4 |
| Source note | uspto-grants-1981_04 |