HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → methyl (9R,11S,14S)-14-tert-butyl-13-oxo-8-oxa-12,15-diazatetracyclo[20.3.1.12,6.1 9,12]octacosa-1(26),2(28),3,5,22,24-hexaene-11-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Methyl (9R,11S,14S,20E)-14-tert-butyl-13-oxo-8-oxa-12,15-diazatetracyclo[20.3.1.12,6.1 9,12]octacosa-1(26),2(28),3,5,20,22,24-heptaene-11-carboxylate | HCID 58005114 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | methyl (9R,11S,14S)-14-tert-butyl-13-oxo-8-oxa-12,15-diazatetracyclo[20.3.1.12,6.1 9,12]octacosa-1(26),2(28),3,5,22,24-hexaene-11-carboxylate | HCID 58005141 | — |
Reaction Steps
Pd/C 10% (20% w/w) was added to a 0.025 M solution of methyl (9R,11S,14S,20E)-14-tert-butyl-13-oxo-8-oxa-12,15-diazatetracyclo[20.3.1.12,6.1 9,12]octacosa-1(26),2(28),3,5,20,22,24-heptaene-11-carboxylate 103 in MeOH containing trifluoroacetic acid (1.0 eq.). The reaction mixture was stirred under a hydrogen atmosphere for 6 h. Solids were filtered off and the resulting solution was evaporated under reduced pressure. The residue was used without further purification in the following step. MS (ES+) m/z 507 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314062B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-ef6f50d790304b10b61887ef20733604 |
| Source note | uspto-grants-2012_11 |