HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (6R,7R)-3-[(1-aminotetrazol-5-yl)sulfanylmethyl]-7-[[(2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (6R,7R)-3-[(1-acetamidotetrazol-5-yl)sulfanylmethyl]-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | HCID 13261994 | — |
| Reactant | 7beta-amino-3-(1-amino-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid | HCID 13367510 | — |
| Reactant | benzotriazol-1-yl (2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetate | HCID 88675957 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | (6R,7R)-3-[(1-aminotetrazol-5-yl)sulfanylmethyl]-7-[[(2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | HCID 13261998 | 33.6% |
Reaction Steps
A solution of 7β-amino-3-[(1-amino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid (0.653 g, 2 mmol), triethylamine (0.405 mg, 4 mmol) and 1-benzotriazolyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-n-butoxyiminoacetate (1.32 g, 2.2 mmol) in dimethylacetamide (6 ml) and water (0.6 mol) was treated in a manner similar to that described in Example 6, (c) to give pale brown powder of 7β-[2-(2-tritylaminothiazol-4-yl)-(Z)-2-n-butoxyiminoacetamido]-3-[(1-amino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid (0.535 g, 33.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04576938 |
| Source dataset | uspto-grants-1986_03 |
| ORD ID | ord-267a81cd058842d9b8fe9a828a393d23 |
| Source note | uspto-grants-1986_03 |