HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl (5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oate | HCID 71294595 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid | HCID 60042710 | — |
Reaction Steps
650 mg (0.94 mmol) of N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valyl-N-[(3R,4S,5S)-1-tert-butoxy-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide (Intermediate 3) were taken up in 5 ml of dichloromethane, 5 ml of trifluoroacetic acid were added and the mixture was stirred at RT overnight. The mixture was then concentrated under reduced pressure, and the residue that remained was purified by preparative HPLC. This gave 430 mg (72% of theory) of the title compound as a colourless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722629B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-0fd4e3f3f92a460298843d136abeb86c |
| Source note | uspto-grants-2014_05 |