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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022518Generated: October 27, 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/1022518

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) 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722629B2
Source datasetuspto-grants-2014_05
ORD IDord-0fd4e3f3f92a460298843d136abeb86c
Source noteuspto-grants-2014_05