HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butoxycarbonylalanine → (S)-2-tert-Butoxycarbonylaminopropionic acid (RS)-1-[4-((8S,11R,13S,-14S,17S)-17-hydroxy-13-methyl-3-oxo-17-pentafluoroethyl-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| Reactant | (8S,11R,13S,14S,17S)-17-hydroxy-11-[4-((RS)-1-hydroxyethyl)phenyl]-1 3-methyl-17-pentafluoroethyl-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one | HCID 18346565 | — |
| Product | (S)-2-tert-Butoxycarbonylaminopropionic acid (RS)-1-[4-((8S,11R,13S,-14S,17S)-17-hydroxy-13-methyl-3-oxo-17-pentafluoroethyl-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-11-yl)phenyl]ethyl ester | HCID 86670520 | 73% |
Reaction Steps
In analogy to Example 5, 300 mg (0.59 mmol) of (8S,11R,13S,14S,17S)-17-hydroxy-11-[4-((RS)-1-hydroxyethyl)phenyl]-1 3-methyl-17-pentafluoroethyl-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one were converted using (S)-2-tert-butoxycarbonylaminopropionic acid and, after workup and purification, 294 mg (73%) of the title compounds were isolated as a colourless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096639B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-a34a9cf8063348ca9eef7d651db15790 |
| Source note | uspto-grants-2015_08 |