HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexachloroacetone → 7alpha-Chloro-5,6beta-epoxy-15beta,16beta-methylen-3beta-pivaloyloxy-5beta-androstan-17-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexachloroacetone | HCID 8303 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 5,6beta-Epoxy-7beta-hydroxy-15beta,16beta-methylen-3beta-pivaloyloxy-5beta-androstan-17-one | HCID 13075958 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7alpha-Chloro-5,6beta-epoxy-15beta,16beta-methylen-3beta-pivaloyloxy-5beta-androstan-17-one | HCID 13075960 | — |
Reaction Conditions
| Temperature | 1 °C |
|---|
Reaction Steps
A solution of 5,6β-epoxy-7β-hydroxy-15β,16β-methylen-3β-pivaloyloxy-5β-androstan-17-one (1.66 g, 0.004 mol) in dichloromethane (8 mL) is treated with hexachloroacetone (2 mL, 0.013 mol) and cooled to 0-2° C. Triphenylphosphine (1.53 g, 0.0044 mol) in dichloromethane (4 mL) is added dropwise and the mixture is stirred for one hour at 3-4° C., then for an additional hour at 10-15° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383809B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-52e6f95db59c42b2bf5b9749b4a2da51 |
| Source note | uspto-grants-2013_02 |