HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl acetimidate → Butyric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl acetimidate | HCID 65066 | — |
| Reactant | neomycin B gamma-amino butyric acid | HCID 131724201 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Butyric Acid | HCID 264 | — |
| Product | (2R,3R,4S,5R,6S)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol | HCID 70685100 | — |
Reaction Steps
For acetamidylation, the neomycin B/γ-amino butyric acid conjugate obtained in Example 9a above is treated with O-ethyl acetimidate in absolute ethanol for 1-2 days, resulting in acetimidylation of the terminal amino groups. The product is purified by ion exchange chromatography, yielding neomycin B/N-acetamidino butyric acid conjugate 16.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642365B1 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-7319a3cd3d904407a8fff9182bd64d24 |
| Source note | uspto-grants-2003_11 |