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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205678Generated: November 2, 2026

Tetrahydrofuran → HCID 71548047, compound

https://huagongshe.com/reaction/2205678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPalmitoyl chlorideHCID 8206—
ReactantTriethylamineHCID 8471—
Reactant(6S)-N-Benzyl-6-(4-hydroxybenzyl)-8-(naphthalen-1-ylmethyl)-4,7-dioxohexahydro-2H-pyrazino[1,2-a]pyrimidine-1(6H)-carboxamideHCID 11295786—
SolventEthyl AcetateHCID 8857—
ProductHCID 71548047HCID 7154804768%

Reaction Steps

To a solution of (6S)—N-benzyl-6-(4-hydroxybenzyl)-8-(naphthalen-1-ylmethyl)-4,7-dioxooctahydro-1H-pyrazino[1,2-a]pyrimidine-1-carboxamide 60 mg (0.106 mmol) in dry-THF (2 ml), palmitoyl chloride 97 μl (0.319 mmol) and then triethylamine 45 μl (0.319 mmol) were added and stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate (10 ml) and washed with water (10 ml), saturated sodium bicarbonate (10 ml), water (10 ml), and brine (10 ml). The organic layer was dried with sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by Büchi silica gel column chromatography (chloroform:methanol=99:1 to 98:2) to obtain title compound 57.7 mg (68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371330B2
Source datasetuspto-grants-2016_06
ORD IDord-cb9a8dfb75e544fc99474ab525818190
Source noteuspto-grants-2016_06