HuagongsheHuagongshe Chemistry Print Report · For research reference only
3',4'-Dehydrovinblastine → methyl (13S,15R,16R,18S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3',4'-Dehydrovinblastine | HCID 151120 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | methyl (13S,15R,16R,18S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate | HCID 442111 | — |
Reaction Steps
A solution of 50 mg of "anhydrovinblastine" III in 3 cm3 of chloroform at ambient temperature (20° C.) is stirred in the air in the presence of 50 mg of silica for 72 hours then diluted with 20 cm3 of chloroform/methanol 85/15 mixture, filtered and evaporated under reduced pressure. The mixture obtained is purified by chromatography on a thick layer of silica under the same conditions as in Example 1 and provides 13.8 mg of leurosine I and 20 mg of "anhydrovinblastine" III which may be recycled.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04322350 |
| Source dataset | uspto-grants-1982_03 |
| ORD ID | ord-86c290a5fea04f208329b0096d8f67ff |
| Source note | uspto-grants-1982_03 |