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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082617Generated: October 27, 2026

Pyridine, hydrofluoride (1:1) → 17-Ethyl-20-fluoro-1,14-dihydroxy-12-[2'-(4"-hydroxy-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13, 19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo-[22.3.1.04,9]octacos-18-ene2,3,10,16-tetraone

https://huagongshe.com/reaction/2082617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine, hydrofluoride (1:1)HCID 64774—
ReactantSodium BicarbonateHCID 516892—
Reactant17-Ethyl-20-fluoro-1-hydroxy-14-(tert-butlydimethylsiloxy)-12-[2'-(4"-(tert-butyldimethylsiloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetraoneHCID 57258061—
ReactantHCID 178435178HCID 178435178—
SolventTetrahydrofuranHCID 8028—
Product17-Ethyl-20-fluoro-1,14-dihydroxy-12-[2'-(4"-hydroxy-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13, 19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo-[22.3.1.04,9]octacos-18-ene2,3,10,16-tetraoneHCID 5702442776.9%

Reaction Steps

To a solution of 17-ethyl-20-fluoro-1-hydroxy-14-(tert-butlydimethylsiloxy)-12-[2'-(4"-(tert-butyldimethylsiloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (10 mg) in tetrahydrofuran (0.6 ml) contained in a polypropylene vial was added 40 μl of an HF-pyridine solution in tetrahydrofuran, and the mixture was stirred at room temperature. After 28 hours, the mixture was added to a saturated sodium bicarbonate solution, extracted with ethyl acetate and dried by passage through a magnesium sulfate column. Purification of the concentrate by flash chromatography on silica gel (ethyl acetate: hexane (2:1)+1% methanol) gave the title compound (6 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05189042
Source datasetuspto-grants-1993_02
ORD IDord-ab9470a0924f4c18bdae4064fc7360ec
Source noteuspto-grants-1993_02