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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879260Generated: October 31, 2026

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

https://huagongshe.com/reaction/1879260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl (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-carboxylateHCID 58005114—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Productmethyl (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-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314062B2
Source datasetuspto-grants-2012_11
ORD IDord-ef6f50d790304b10b61887ef20733604
Source noteuspto-grants-2012_11