Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylstannane | HCID 5948 | — |
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | HCID 13034926 | HCID 13034926 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 22813307 | HCID 22813307 | 95.6% |
Reaction Steps
To a solution of 1.0 g of [5R,6R,8R,9S,11R,12S,15R,16R]-methyl 5-iodo-6,9-epoxy-11-methyl-16-fluoro-15-hydroxyprost-(13E)-enoate in 50 ml of hexane was added 0.75 g of tri-n-butyltin hydride and a catalytic amount of 2,2'-azobis (2-methylpropionitrile). This solution was warmed to 50° C. for three hours after which the solvent was removed and the residual materials separated by silica gel chromatography to give 0.72 g of [6S,8R,9S,11R,12S,15R,16R]methyl 6,9-epoxy-11-methyl-16-fluoro-15-hydroxyprost-(13E)-enoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04237060 |
|---|
| Source dataset | uspto-grants-1980_12 |
|---|
| ORD ID | ord-38f4dbab354c401dab0de5501ba7e997 |
|---|
| Source note | uspto-grants-1980_12 |
|---|
