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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879235Generated: October 25, 2026

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

https://huagongshe.com/reaction/879235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-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-oateHCID 71294595—
SolventDichloromethaneHCID 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 acidHCID 60042710—

Reaction Steps

650 mg (0.94 mmol) N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valyl-N-[(3R,4S,5S)-1-tert.-butoxy-3-methoxy-5-methyl-1-oxoheptane-4-yl]-N-methyl-L-valinamide (intermediate 3) were absorbed by 5 ml dichlormethane, 5 ml trifluoroacetic acid were added and then stirred overnight at RT. Then, the mixture was evaporated in vacuum and the remaining residue was purified using HPLC. 430 mg (72% o. th.) of the title compound were obtained as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987209B2
Source datasetuspto-grants-2015_03
ORD IDord-be5ee808e6b24e5f93ba8b067283075a
Source noteuspto-grants-2015_03