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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550301Generated: October 29, 2026

Tetrahydrofuran → HCID 57847038, compound

https://huagongshe.com/reaction/550301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium borohydrideHCID 4311764—
ReactantCalcium ChlorideHCID 5284359—
ReactantHCID 57847323HCID 57847323—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 57847038HCID 5784703892%

Reaction Steps

A mixture of calcium chloride (88 mg, 0.8 mmol), sodium borohydride (60 mg, 1.6 mmol), tetrahydrofuran (2.5 ml) and ethanol (2.5 ml) was stirred under a nitrogen atmosphere under ice-cooling for 30 min. To the mixture was added methyl 6-oxo-6-[((1R,2S)-2-{[(3aR,4R,9bR)-4-phenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl)amino]hexanoate (106 mg, 0.20 mmol) under ice-cooling, and the mixture was stirred at room temperature for 16 hrs. Water was added, and the reaction mixture was extracted with ethyl acetate. The extract was dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure, and the obtained residue was subjected to column chromatography using basic silica gel and eluted with ethyl acetate to give the title compound (89 mg, 92%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943770B2
Source datasetuspto-grants-2011_05
ORD IDord-2a5d7cfd44c840769930729a11749c05
Source noteuspto-grants-2011_05