HuagongsheHuagongshe Chemistry Print Report · For research reference only
TBAF tetrahydrofuran → 1alpha,3beta-Dihydroxy-20-(4-hydroxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-triene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | 1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-20-(4-triethylsilyloxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-triene | HCID 69629963 | — |
| Product | 1alpha,3beta-Dihydroxy-20-(4-hydroxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-triene | HCID 69630579 | 110.2% |
Reaction Steps
1α,3β-Bis(tert-butyldimethylsilyloxy)-20-(4-triethylsilyloxy-4-methyl-2-pentynyloxy)-20-methylpregna-5,7,16-triene (82 mg, 0.105 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (3 ml) were subjected to reaction using a procedure similar to that of Example 5(2) (3 hours), worked up and purified by column chromatography (ethyl acetate) to give the titled compound (51 mg, quantitative) as a colorless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074777B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-9f00d563c16845c18803d8f605c82227 |
| Source note | uspto-grants-2006_07 |