HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → benzotriazol-1-yl (2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid | HCID 21248914 | — |
| Reactant | 7beta-amino-3-[(1-acetamido-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid | HCID 70453528 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | benzotriazol-1-yl (2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetate | HCID 88675957 | 75.7% |
Reaction Steps
To a solution of 2-(2-tritylaminothiazol-4-yl)-(Z)-2-n-butoxyiminoacetic acid (1.6 g, 3.29 mmol) and 1-hydroxybenzotriazole (0.49 g, 3.62 mmol) in tetrahydrofuran (16 ml) was added N,N'-dicyclohexylcarbodiimide (0.75 g, 3.62 mmol) and the mixture was stirred at room temperature. Then the mixture was treated in a manner similar to that descirbed in Example 6, (b) to give colorless needles of 1-benzotriazolyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-n-butoxyiminoacetate (1.50 g, 75.7%), mp 100°-102° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04576938 |
| Source dataset | uspto-grants-1986_03 |
| ORD ID | ord-8000c2193f8d42a48c93981340d0bcc8 |
| Source note | uspto-grants-1986_03 |