HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methane → 7-Phenylacetamido-3-formyl-3-cephem-4-carboxylic acid benzhydrylester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Phenylacetyl chloride | HCID 7679 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | trimethylsilyl N-trimethylsilylethanimidate | HCID 25248 | — |
| Reactant | 7-Amino-3-formyl-3-cephem-4-carboxylic acid | HCID 87203762 | — |
| Solvent | Water | HCID 962 | — |
| Product | 7-Phenylacetamido-3-formyl-3-cephem-4-carboxylic acid benzhydrylester | HCID 131721061 | — |
Reaction Steps
2.28 g of 7-amino-3-formyl-3-cephem-4-carboxylic acid are bisilylated as described in example 19 with 5.4 ml of N,O-bis-(trimethylsilyl)-acetamide, reacted with phenylacetic acid chloride, and then hydrolysed with 0.4 ml of water. The hydrolysed reaction mixture is treated with 1 g of activated charcoal and then filtered. The yellow filtrate is mixed with 20 ml of a 10% solution of diphenyldiazomethane in dichloromethane, and then concentrated to 10 ml in vacuo. The product is precipitated from the residue of evaporation thus obtained by adding 100 ml of n-hexane. 7-phenylacetamido-3-formyl-3-cephem-4-carboxylic acid benzhydrylester is thus obtained as a slightly yellowish product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06034237 |
| Source dataset | uspto-grants-2000_03 |
| ORD ID | ord-db20c17a24f94f15a9c75db0555fc971 |
| Source note | uspto-grants-2000_03 |