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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12080Generated: October 30, 2026

HCID 92268424, compound → (6R,9R,12R)-6,9-Dibenzyl-12-isobutyl-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid

https://huagongshe.com/reaction/12080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 92268424HCID 92268424—
SolventMethanolHCID 887—
Product(6R,9R,12R)-6,9-Dibenzyl-12-isobutyl-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acidHCID 68223108—

Reaction Steps

In a flask flushed with nitrogen was added wet palladium on carbon (1.8 g) and a solution of Boc-D-Phe-D-Phe-D-Leu-OBn, intermediate 1-5 (11.1 g, 18.05 mmol) in methanol (50 μL). The mixture was stirred under a hydrogen balloon overnight. After filtration through celite, methanol was evaporated under reduced pressure. The residue was dissolved in acetone (20 mL) and slowly added to 500 mL water with 25 mL of 1N HCl under vigorous stirring. Pure product Boc-D-Phe-D-Phe-D-Leu-OH, intermediate 1-6 was obtained by filtration 9.4 g (99%). LC-MS: m/z=526 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727963B2
Source datasetuspto-grants-2010_06
ORD IDord-f8ba92078b904485847e2987af2a83d5
Source noteuspto-grants-2010_06