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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573005Generated: 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/573005

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-oxoheptan-4-yl]-N-methyl-L-valinamide (intermediate 3) was dissolved in 5 mL dichloromethane, mixed with 5 mL trifluoroacetic acid and stirred over night at RT. Then the mixture was concentrated in vacuo, and the remaining residue was purified by preparative HPLC, yielding 430 mg (72% of the theoretical) of the title compound as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029406B2
Source datasetuspto-grants-2015_05
ORD IDord-0b22019745b3426b8af9be1d01711660
Source noteuspto-grants-2015_05