HuagongsheHuagongshe Chemistry Print Report · For research reference only
Picropodophyllin → Podophyllotoxin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Picropodophyllin | HCID 72435 | — |
| Reactant | TBDMS ether | HCID 590018 | — |
| Product | Podophyllotoxin | HCID 10607 | 36% |
| Product | Picropodophyllin | HCID 72435 | 34% |
Reaction Steps
In an improvement of the Gensler epimerization, picropodophyllotoxin was converted to the t-butyldimethylsilyl ether. Formation of the enolate with LDA, irreversible quenching with pyridine hydrochloride followed by desilylation afforded 36% podophyllotoxin and 34% picropodophyllotoxin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04567253 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-ba41022d396a43ef99ef243c2185a59a |
| Source note | uspto-grants-1986_01 |