HuagongsheHuagongshe Chemistry Print Report · For research reference only
TBAF tetrahydrofuran → 17-(4-Ethyl-4-hydroxyhexyloxymethyl)-1alpha,3beta-dihydroxyandrosta-5,7,16-triene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | 1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7,16-triene | HCID 69630471 | — |
| Product | 17-(4-Ethyl-4-hydroxyhexyloxymethyl)-1alpha,3beta-dihydroxyandrosta-5,7,16-triene | HCID 69630203 | 93% |
Reaction Steps
1α,3β-Bis(tert-butyldimethylsilyloxy)-17-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7,16-triene (559 mg, 0.710 mmol) and a 1M tetra-n-butylammonium fluoride tetrahydrofuran solution (6 ml) were subjected to reaction using a procedure similar to that of Example 5(2) (4 hours), worked up and purified by column chromatography (ethyl acetate:dichloromethane=4:1 and then ethyl acetate) to give the titled compound (292 mg, 93%) 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-b6e391949a2346168de3c4bfe5014e5c |
| Source note | uspto-grants-2006_07 |